Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Concise Asymmetric Syntheses of Radicicol and Monocillin I》. Authors are Garbaccio, Robert M.; Stachel, Shawn J.; Baeschlin, Daniel K.; Danishefsky, Samuel J..The article about the compound:(S)-Methyl 3-hydroxybutanoatecas:53562-86-0,SMILESS:C[C@H](O)CC(OC)=O).Safety of (S)-Methyl 3-hydroxybutanoate. Through the article, more information about this compound (cas:53562-86-0) is conveyed.

Radicicol (I) exhibits potent anticancer properties in vitro, which are likely to be mediated through its high affinity (20 nM) for the mol. chaperone Hsp90. Recently, we reported the results of a synthetic program targeting I and monocillin I (II), highlighted by the application of ring-closing metathesis to macrolide formation. These efforts resulted in a highly convergent synthesis of radicicol di-Me ether but failed in the removal of the two aryl Me ethers. Simple exchange of these Me ethers with more labile functionalities disabled a key esterification in the initial route. Through extended experimentation, a successful route to both natural products was secured, along with some intriguing results that emphasize the implications of this design on a broad range of fused benzoaliph. targets, including analogs of these natural products.

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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 First total synthesis of macrosphelides C and F, published in 2001-04-09, which mentions a compound: 53562-86-0, Name is (S)-Methyl 3-hydroxybutanoate, Molecular C5H10O3, Category: piperazines.

Macrosphelides C and F were synthesized by lactonization of 14-oxo seco acids at the O(10)-C(11) bond followed by reduction and Mitsunobu inversion of the resulting hydroxyl group. The seco acids were prepared from the corresponding furans by furan ring-opening with NBS followed by further oxidation of the 4-oxo-2-alkenals with NaClO2.

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

Frelek, Jadwiga; Klimek, Agata; Ruskowska, Patrycja published an article about the compound: (S)-1-(Dimethylamino)propan-2-ol( cas:53636-17-2,SMILESS:C[C@H](O)CN(C)C ).Quality Control of (S)-1-(Dimethylamino)propan-2-ol. 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:53636-17-2) through the article.

A straightforward and versatile method for the determination of the absolute configuration of vic-amino alcs. is proposed. The proposed method involves the in situ formation of chiral complexes of optically active ephedrine- or adrenaline-type vic-amino alcs. with the achiral dimolybdenum tetraacetate [Mo2(OAc)4] acting as an auxiliary chromophore. The resulting CD spectra are suitable for the assignment of absolute configuration, since the observed sign of Cotton effects arising within the d-d absorption bands for the metal cluster depends solely upon the chirality of the amino alc. ligand. An empirically based rule correlating a pos./neg. helicity expressed by the O-C-C-N torsional angle with the sign of Cotton effects occurring in the 400-260 nm spectral range has been formulated.

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

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.Seebach, Dieter; Zueger, Max researched the compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0 ).Quality Control of (S)-Methyl 3-hydroxybutanoate.They published the article 《Depolymerization of poly[(R)-3-hydroxy-butanoate](PHB)》 about this compound( cas:53562-86-0 ) in Helvetica Chimica Acta. Keywords: depolymerization poly hydroxybutanoate; alkyl hydroxybutanoate enantiomeric. We’ll tell you more about this compound (cas:53562-86-0).

Enantiomerically pure Me, Et, Bu, or 2-methoxyethyl (R)-3-hydroxybutanoates were prepared in 75-90% yields by depolymerization of the title compound, or materials containing it, at 80-160° in MeOH, EtOH, BuOH, or MeOCH2CH2OH with or without cosolvent (ClCH2)2 in the presence of either H2SO4 or (EtO)4Ti catalyst. (S)-3-Hydroxybutanoates were also obtained by yeast reduction of acetoacetates; thus 3-hydroxybutyric acid derivatives are among those useful synthons available in both enantiomeric forms.

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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1,10-Phenanthroline, is researched, Molecular C12H8N2, CAS is 66-71-7, about Phenanthroline-based Ni(II) coordination compounds involving unconventional discrete fumarate-water-nitrate clusters and energetically significant cooperative ternary π-stacked assemblies: Antiproliferative evaluation and theoretical studies.Name: 1,10-Phenanthroline.

Two new Ni(II) coordination complexes involving fumarate and 1,10-phenanthroline viz.; [Ni2(phen)2(μ-fum)(H2O)6](fum)·6H2O (1) and [Ni(phen)2(H2O)2](0.5 fum)(NO3)·4H2O (2) (fum = fumarate, phen = 1,10-phenanthroline) were isolated in aqueous medium at room temperature Crystal structure analyses of the compounds reveal cooperative (π-π)2/(π-π)1/(π-π)2 stacked ternary assemblies which provide stabilities to the layered architectures. The lattice water and the large counteranions in the lattice of the compounds are involved in the formation of unconventional discrete cyclic fumarate-water, fumarate-water-nitrate clusters and infinite nitrate-water 1D chains that are very scarcely reported in the literature. The energetically significant π-stacked dimers observed in the biol. relevant ternary assemblies of the crystal structures were further studied theor. using DFT calculations and NCI plot index computational tools. DFT calculations reveal that the cooperative (π-π)2 binding mode of 1 is energetically more significant than (π-π)1 Moreover, the study also reveals that for the equivalent cooperative (π-π)1 stacking interactions in both the structures, the energy is unexpectedly higher for 2 than that observed for 1. Both the compounds induce significant cytotoxicity in Da’s lymphoma (DL) cancer cells by inducing apoptotic cell death with negligible cytotoxicity in normal cells. Decrease in the mitochondrial membrane potential (MMP) of DL cells after treatment with the compounds also corroborates the apoptotic cell death. The mol. docking and pharmacophore features reveal that the compounds interact and accommodated well with the active sites of anti-apoptotic proteins.

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

Mashima, Kazushi; Kusano, Kohhei; Ohta, Tetsuo; Noyori, Ryoji; Takaya, Hidemasa published the article 《Synthesis of new cationic BINAP-ruthenium(II) complexes and their use in asymmetric hydrogenation [BINAP = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]》. Keywords: BINAP ruthenium arene cationic complex; crystal mol structure bisdiphenylphosphinobinaphthylruthenium complex; asym hydrogenation catalyst ruthenium BINAP.They researched the compound: (S)-1-(Dimethylamino)propan-2-ol( cas:53636-17-2 ).Safety of (S)-1-(Dimethylamino)propan-2-ol. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:53636-17-2) here.

Reaction of [RuX2(arene)]2 with (S)-BINAP gives cationic BINAP-ruthenium complexes I (X = Cl, Br, iodo; Z = Cl, Br, iodo, BF4, BPh4; arene = C6H6, p-MeC6H4CHMe2) which are efficient catalyst precursors for enantioselective hydrogenation of various prochiral alkenic and ketonic substrates; a crystal structure of I (X = Cl, Z = BF4) was obtained.

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

Synthetic Route of C7H6BrI. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-(Bromomethyl)-4-iodobenzene, is researched, Molecular C7H6BrI, CAS is 16004-15-2, about Synthesis of 1,2,3-triazole benzophenone derivatives and evaluation of in vitro sun protection, antioxidant properties, and antiproliferative activity on HT-144 melanoma cells. Author is Dias, Maria C. F.; de Sousa, Bianca L.; Ionta, Marisa; Teixeira, Robson R.; Goulart, Thiago Q.; Ferreira-Silva, Guilherme A.; Pilau, Eduardo J.; dos Santos, Marcelo H..

Two series of 1,2,3-triazole-benzophenone derivatives I [R = R1 = Ph, 3-MeC6H4, 4-ClC6H4, etc.] and II [R2 = Ph, 2-pyridyl, 4-BrC6H4, etc.] were synthesized and their antioxidant, anticancer and photoprotective effects evaluated. For the compounds synthesis, 4,4′-dihydroxybenzophenone and 2,4-dihydroxybenzophenone were propargylated and afforded alkynes, bis(4-(prop-2-yn 1-yloxy))benzophenone and (2-hydroxy-4-(prop-2-yn-1-yloxy))benzophenone, resp. The copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction between the alkynes and several benzyl azides gave the compounds I and II with yields ranging from 35 to 95%. Compounds I and II at the concentration of 0.2μg mL-1 (a no-cytotoxic concentration) exhibited a solar protection factor (SPF) comparable to pos. control benzophonen-3 (BP-3). Concerning their antioxidant and cytotoxic effects, the derivatives from 2,4-dihydroxybenzophenone showed high in vitro antioxidant effects as well as cytotoxicity against A549 (lung carcinoma), MCF-7 (breast carcinoma) and HT-144 (metastatic melanoma) cell lines, without significant cytotoxicity to a non-cancerous cell line. Derivatives II [R2 = Ph, 4-MeC6H4, 2,4-F2C6H3] induced cell death and cell cycle arrest at G1/S in HT-144 melanoma cells.

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

Application of 66-71-7. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1,10-Phenanthroline, is researched, Molecular C12H8N2, CAS is 66-71-7, about Cu-Catalyzed Intermolecular γ-Site C-H Amination of Cyclohexenone Derivatives: The Benefit of Bifunctional Ligands. Author is Zhao, Xin; Yang, Fang; Zou, Shao-Yu; Zhou, Qian-Qian; Chen, Zi-Sheng; Ji, Kegong.

Utilizing 1,10-phenanthroline-type bifunctional ligands, an efficient Cu-catalyzed intermol. site-selective remote C-H amination using cyclohexenone derivatives and anilines was realized. The amide group installed on the bifunctional ligand played a key role in stabilizing the N-centered radical generated in-situ to realize C-N-directed formation. Meanwhile, a useful catalytic system for site-selective intermol. remote γ-C-H amination to p-aminophenols and γ-aminated enones was established. This economical and practical approach using oxygen as the terminal oxidant was mild and environmentally friendly.

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

Application of 18583-60-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Potassiumtris(1-pyrazolyl)borohydride, is researched, Molecular C9H10BKN6, CAS is 18583-60-3, about Platinum-tin bonded complexes, including a structural analysis of the octahedral tris(pyrazol-1-yl)borate complex Pt(SnMe3)Me2{(pz)3BH-N,N’,N””}. Author is Canty, Allan J.; Jin, Hong; Skelton, Brian W.; White, Allan H..

The platinum(II) complex K[PtMe2{(pz)3BH-N,N’}] reacts with SnCl2Me2 to form Pt(SnClMe2)Me2{(pz)3BH-N,N’,N””} ([(pz)3BH]- = tris(pyrazol-1-yl)borate). The closely related complex Pt(SnMe3)Me2{(pz)3BH-N,N’,N””} has distorted octahedral geometry for platinum with Pt-Sn 2.5727(8) Å. The Pt-N distance trans to the SnMe3 group [2.237(7) Å] is longer than those trans to the Me groups [2.127(7) and 2.131(6) Å], indicating for the trimethylstannyl group a trans influence which is higher than that for the Me group.

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

Synthetic Route of C7H15BrO2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Bromopriopionaldehydediethylacetal, is researched, Molecular C7H15BrO2, CAS is 3400-55-3, about (Alkylthio)bis(alkylsulfonyl)- and tris(alkylthio)propanes. Author is Boehme, H.; Russmann, H..

(RSO2)2C-Me Na+ (R = Me, Et), formed in situ from (RSO2)2CHMe and Na in dioxane, reacted with R1SCH2Cl (R1 = Me, Et) to give (RSO2)2CMeCH2SR1, oxidation of which gave (RSO2)2CMeCH2SO2R1. Reaction of (MeSO2)2C-H Na+ with MeSCH2Cl gave [(MeSO2)2CH]2CH2 and (MeSO2)2C(CH2SMe)2, which was oxidized to give (MeSO2)2C(CH2SO2Me)2. Condensation of MeSH with MeCOCH2SMeHCl and BrCHMeCH(OEt)2-HBr yielded (MeS)2CMeCH2SMe (I) and (MeS)2CHCHMeSMe (II), resp. A 3:2 I-II mixture was obtained by condensation of MeSH with MeOCH2COMe and HCl.

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