Category: 53562-86-0

Category: piperazines. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about Synthesis and characterization of a high-purity chiral 5,5′-disulfonato-BINAP ligand and its application in asymmetric hydrogenation of β-keto esters.

An improved oleum sulfonation method for the synthesis of the high-purity 5,5′-disulfonato-(S)-BINAP ligand with an industrially acceptable high yield is reported. By optimizing the sulfonation conditions and improving the workup process, the yield of 5,5′-disulfonated products was enhanced to 73%. Furthermore, an acetonitrile extraction protocol was developed for the purification of sulfonated products by efficiently removing phosphine oxides, by which the content of phosphine oxide can be controlled below 3%. The prepared high-purity 5,5′-disulfonato-(S)-BINAP was evaluated in the Ru-catalyzed asym. hydrogenation of β-keto esters, which exhibited high catalytic activity, enantioselectivity and excellent catalytic stability. Thus,(S)-Me and (S)-Et 3-hydroxybutanoate were obtained.

There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)Category: piperazines, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Kobayashi, Yuichi; Nakano, Miwa; Kumar, G. Biju; Kishihara, Kiyonobu published an article about the compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0,SMILESS:C[C@H](O)CC(OC)=O ).COA of Formula: C5H10O3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:53562-86-0) through the article.

2-Substituted furans were found to be conveniently transformed into trans 4-oxo-2-enals (E)-RCOCH:CHCHO [R = (CH2)3Ph, CH2CH2CHMeOTHP, (CH2)6CHMeOAc] in 62-87% yields by using NBS/pyridine in THF-acetone-H2O (<-15 °C then rt) or NBS/NaHCO3 in acetone-H2O (<-15 °C then rt after addition of pyridine). Further oxidation of the enals using NaClO2 led to the trans 4-oxo-2-enoic acids (E)-RCOCH:CHCO2H in good yields. With this transformation in mind, we designed syntheses of (+)-aspicilin, (+)-patulolide, and (-)-pyrenophorin. In the synthesis of (+)-aspicilin the pivotal intermediate I (MOM = CH2OMe) was prepared from olefin II in which 2-furyl group is attached. The asym. dihydroxylation reaction of II secured the C(5) and C(6) stereochem. of aspicilin, and the subsequent transformation using the protocol described above afforded the ester I. Stereocontrolled reduction of I followed by deprotection and the Yamaguchi macrocyclization furnished (+)-aspicilin. For the synthesis of (+)-patulolide and (-)-pyrenophorin , the intermediates are the furans III and IV, which were prepared easily by the classical methods using furyllithium. The furan ring oxidations proceeded as well, furnishing acids V (X1 = O) and VI (X2 = O) in good yields, acetalization of which afforded the known intermediates V (X1 = OCH2CH2O) and VI (X2 = OCH2CH2O), resp. There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)COA of Formula: C5H10O3, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Application of 53562-86-0. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about Enantio-differentiating hydrogenation of methyl acetoacetate over tartaric acid modified Ni catalyst at atmospheric pressure of hydrogen assisted by hydrogen transfer reaction. Author is Osawa, Tsutomu; Kawajiri, Satoru; Ishisaki, Anna.

The enantio-differentiating hydrogenation of Me acetoacetate was carried out under the atm. pressure of hydrogen (gage pressure: 0 MPa) assisted by hydrogen transfer from 2-propanol. It was revealed that the tartaric acid-NaBr-modified supported nickel catalyst, especially Ni/CeO2, produced a higher enantioselectivity than the modified Raney nickel catalyst under the atm. pressure of hydrogen. Catalyst preparation and hydrogenation conditions for the hydrogenation over the modified Ni/CeO2 were studied. The Ni/CeO2 prepared by calcination at 773 K and reduction at 773 K gave the best result. The enantioselectivity of 64% (22% conversion) was attained under the atm. pressure of hydrogen at 323 K assisted the by hydrogen transfer from the solvent.

There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)Application of 53562-86-0, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Proceedings of the National Academy of Sciences of the United States of America called Remarkably diastereoselective synthesis of a chiral biphenyl diphosphine ligand and its application in asymmetric hydrogenation, Author is Qiu, Liqin; Wu, Jing; Chan, Shusun; Au-Yeung, Terry T.-L.; Ji, Jian-Xin; Guo, Rongwei; Pai, Cheng-Chao; Zhou, Zhongyuan; Li, Xingshu; Fan, Qing-Hua; Chan, Albert S. C., which mentions a compound: 53562-86-0, SMILESS is C[C@H](O)CC(OC)=O, Molecular C5H10O3, Application of 53562-86-0.

Essentially complete atropdiastereoselectivity was realized in the preparation of biaryl diphosphine dioxide by asym. intramol. Ullmann coupling and oxidative coupling with central-to-axial chirality transfer. A bridged C2-sym. biphenylphosphine ligand possessing addnl. chiral centers on the linking unit of the biphenyl groups was synthesized. No resolution step was required for the preparation of the enantiomerically pure chiral ligand. These findings offer a general and practical tool for the development of previously uninvestigated atropdiastereomeric biaryl phosphine ligands. The diphosphine ligand was highly effective in the asym. hydrogenation of α- and β-keto esters, 2-(6′-methoxy-2′-naphthyl)propenoic acid, β-(acylamino)acrylates, and enol acetates.

There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)Application of 53562-86-0, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of the dibenzofuran-based diphosphine ligand BIFAP and its water-soluble derivative BIFAPS and their use in ruthenium-catalyzed asymmetric hydrogenation., published in 1999-09-30, which mentions a compound: 53562-86-0, Name is (S)-Methyl 3-hydroxybutanoate, Molecular C5H10O3, Application of 53562-86-0.

The syntheses of both enantiomers of the novel diphosphine ligand 2,2′-bis(diphenylphosphino)-1,1′-bidibenzofuranyl (BIFAP) and the water-soluble analog (-)-2,2′-bis(diphenylphosphino)-1,1′-bidibenzofuranyl-8,8′-disulfonic acid dipotassium salt (BIFAPS) are reported. Advantage is taken of the very high regioselectivity in ring functionalization of the 1,1′-bidibenzofuranyl backbone. These ligands were used in the Ru-catalyzed hydrogenation of Me acetoacetate and (Z)-acetamidocinnamic acid in MeOH and H2O. In MeOH both BIFAP and BIFAPS give the products in very high enantiomeric excess. With BIFAPS in H2O a slight drop in the ee of the products is observed When BIFAPS was used with either H2O or MeOH as the solvent the addition of a small amount of acid turns out to be essential for a fast reaction and high asym. induction.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 53562-86-0, is researched, Molecular C5H10O3, about Acclimatization of Baker’s Yeast for Asymmetric Reduction at High Substrate Concentration, the main research direction is Saccharomyces stereoselective reduction acclimatization high substrate.HPLC of Formula: 53562-86-0.

By gradually adding a low content of Me acetoacetate into a solid medium, a new yeast strain, called MAA yeast, was separated from com. baker’s yeast. The new yeast was used for catalyzing asym. reduction of Me acetoacetate in the aqueous phase, and results showed that it was more efficient than regular baker’s yeast in the asym. reduction of Me acetoacetate. The influence of external environment, pH, and temperature on MAA yeast was the same as on baker’s yeast. The yield of Me β-hydroxybutanoate with the new strain was about 13% higher than with baker’s yeast at 0.05 M Me acetoacetate. Similar results were also obtained in experiments, when MAA yeast was used to catalyze other systems, such as reducing Et 4-chloro-3-oxobutanoate to (S)-4-chloro-3-hydroxybutanoate and reducing Et acetoacetate to Et (S)-3-hydroxybutyrate. In addition, the main product was (S)-Me β-hydroxybutanoate at low substrate concentration; however, (R)-Me β-hydroxybutanoate would be obtained when the concentration of substrate exceeded 0.4 M. The morphol. of the new strain is the same as that of baker’s yeast.

There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)HPLC of Formula: 53562-86-0, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Synthetic Route of C5H10O3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about High Enantioselectivity and Broad Substrate Specificity of a Carbonyl Reductase: Toward a Versatile Biocatalyst.

A carbonyl reductase isolated from bakers’ yeast shows high stereoselectivity and chemoselectivity in the reduction of carbonyl compounds in the presence of an ester group or a second carbonyl group. The results are compared with those obtained with whole cell reduction with bakers’ yeast.

There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)Synthetic Route of C5H10O3, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Category: piperazines. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about Synthesis and characterization of a high-purity chiral 5,5′-disulfonato-BINAP ligand and its application in asymmetric hydrogenation of β-keto esters.

An improved oleum sulfonation method for the synthesis of the high-purity 5,5′-disulfonato-(S)-BINAP ligand with an industrially acceptable high yield is reported. By optimizing the sulfonation conditions and improving the workup process, the yield of 5,5′-disulfonated products was enhanced to 73%. Furthermore, an acetonitrile extraction protocol was developed for the purification of sulfonated products by efficiently removing phosphine oxides, by which the content of phosphine oxide can be controlled below 3%. The prepared high-purity 5,5′-disulfonato-(S)-BINAP was evaluated in the Ru-catalyzed asym. hydrogenation of β-keto esters, which exhibited high catalytic activity, enantioselectivity and excellent catalytic stability. Thus,(S)-Me and (S)-Et 3-hydroxybutanoate were obtained.

There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)Category: piperazines, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Kobayashi, Yuichi; Nakano, Miwa; Kumar, G. Biju; Kishihara, Kiyonobu published an article about the compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0,SMILESS:C[C@H](O)CC(OC)=O ).COA of Formula: C5H10O3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:53562-86-0) through the article.

2-Substituted furans were found to be conveniently transformed into trans 4-oxo-2-enals (E)-RCOCH:CHCHO [R = (CH2)3Ph, CH2CH2CHMeOTHP, (CH2)6CHMeOAc] in 62-87% yields by using NBS/pyridine in THF-acetone-H2O (<-15 °C then rt) or NBS/NaHCO3 in acetone-H2O (<-15 °C then rt after addition of pyridine). Further oxidation of the enals using NaClO2 led to the trans 4-oxo-2-enoic acids (E)-RCOCH:CHCO2H in good yields. With this transformation in mind, we designed syntheses of (+)-aspicilin, (+)-patulolide, and (-)-pyrenophorin. In the synthesis of (+)-aspicilin the pivotal intermediate I (MOM = CH2OMe) was prepared from olefin II in which 2-furyl group is attached. The asym. dihydroxylation reaction of II secured the C(5) and C(6) stereochem. of aspicilin, and the subsequent transformation using the protocol described above afforded the ester I. Stereocontrolled reduction of I followed by deprotection and the Yamaguchi macrocyclization furnished (+)-aspicilin. For the synthesis of (+)-patulolide and (-)-pyrenophorin , the intermediates are the furans III and IV, which were prepared easily by the classical methods using furyllithium. The furan ring oxidations proceeded as well, furnishing acids V (X1 = O) and VI (X2 = O) in good yields, acetalization of which afforded the known intermediates V (X1 = OCH2CH2O) and VI (X2 = OCH2CH2O), resp. There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)COA of Formula: C5H10O3, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Application of 53562-86-0. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about Enantio-differentiating hydrogenation of methyl acetoacetate over tartaric acid modified Ni catalyst at atmospheric pressure of hydrogen assisted by hydrogen transfer reaction. Author is Osawa, Tsutomu; Kawajiri, Satoru; Ishisaki, Anna.

The enantio-differentiating hydrogenation of Me acetoacetate was carried out under the atm. pressure of hydrogen (gage pressure: 0 MPa) assisted by hydrogen transfer from 2-propanol. It was revealed that the tartaric acid-NaBr-modified supported nickel catalyst, especially Ni/CeO2, produced a higher enantioselectivity than the modified Raney nickel catalyst under the atm. pressure of hydrogen. Catalyst preparation and hydrogenation conditions for the hydrogenation over the modified Ni/CeO2 were studied. The Ni/CeO2 prepared by calcination at 773 K and reduction at 773 K gave the best result. The enantioselectivity of 64% (22% conversion) was attained under the atm. pressure of hydrogen at 323 K assisted the by hydrogen transfer from the solvent.

There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)Application of 53562-86-0, and with the development of science, more effects of this compound(53562-86-0) can be discovered.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics