Simple exploration of (R)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid

The synthetic route of 954388-33-1 has been constantly updated, and we look forward to future research findings.

954388-33-1, (R)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,954388-33-1

(a) [2S]-1-Benzyloxycarbonyl-4-t-butoxycarbonyl-2-methoxycarbonylmethylpiperazine A solution of of [2R]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid (prepared as in Example 1(b) and 2(a)) (4.7g) in ethyl acetate (70ml) containing N-methylmorpholine (1.76ml) at 0C was treated with isobutyl chloroformate (2.37ml) for 3 hours and the solution was filtered and added to an excess of diazomethane and left at room temperature for 18 hours.. It was evaporated to dryness to afford the diazoketone, which was dissolved in dry methanol (120ml) and treated with silver benzoate (1.99g) in triethylamine (19.9ml), with cooling in ice.. The solution was stirred in the dark at room temperature for 18 hours, evaporated to dryness, dissolved in ethyl acetate, washed with sodium bicarbonate solution and dried over sodium sulfate.. It was chromatographed on silica gel, eluding with ethyl acetate-hexane to afford an oil (3.15g) (94% ee by chiral HPLC).

The synthetic route of 954388-33-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline Beecham plc; EP1187828; (2004); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 954388-33-1

954388-33-1 (R)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid 6558854, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.954388-33-1,(R)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,954388-33-1

Step 1. 1 -benzyl 4-tert-butyl f2R)-2-[(2.2,2-trifluoroethyl)carbamoyl]piperazine-L4- dicarboxylateA solution of (R)~N-4-BOC-N-l-CBZ-piperazine carboxylic acid (4.0 g, 11 mmol), 2,2,2-trifluoroethyiamine hydrochloride (1.78 g, 13 mmol), EDC (2.74 g, 14 mmol), HOBt (1.68 g, 11 mmol) and Hunig’s base (5.75 mL, 33 mmol) in DCM (100 mL) was stirred at ambient temperature for 18 h. The reaction mixture was washed with aqueous 5% sodium bicarbonate (100 mL) and brine. The organic layer was dried over sodium sulfate, filter and concentrated in vacuo. The residue was purified by silica gel chromatography, eluting with a gradient of 5 – 70 % ethyl acetate in hexane, to afford the title compound as white foam. MS APCI: [M + Na]+ m/z – 468.0.

954388-33-1 (R)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid 6558854, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; CASH, Brandon; FISCHER, Christian; GARCIA, Yudith; JUNG, Joon; KATZ, Jason; KIM, June; RIVKIN, Alexey; SCHELL, Adam; SIU, Tony; WITTER, David; ZHOU, Hua; WO2011/137022; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 954388-33-1

As the paragraph descriping shows that 954388-33-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.954388-33-1,(R)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

954388-33-1, (a) [2S]-1-Benzyloxycarbonyl-4-t-butoxycarbonyl-2-methoxycarbonylmethylpiperazine A solution of [2R]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid (prepared as in Example 1(b) and 2(a)) (4.7 g) in ethyl acetate (70 ml) containing N-methylmorpholine (1.76 ml) at 0 C. was treated with isobutyl chloroformate (2.37 ml) for 3 hours and the solution was filtered and added to an excess of diazomethane and left at room temperature for 18 hours. It was evaporated to dryness to afford the diazoketone, which was_ dissolved in dry methanol (120 ml) and treated with silver benzoate (1.99 g) in triethylamine (19.9 ml), with cooling in ice. The solution was stirred in the dark at room temperature for 18 hours, evaporated to dryness, dissolved in ethyl acetate, washed with sodium bicarbonate solution and dried over sodium sulfate. It was chromatographed on silica gel, eluding with ethyl acetate-hexane to afford an oil (3.15 g) (94% ee by chiral HPLC).

As the paragraph descriping shows that 954388-33-1 is playing an increasingly important role.

Reference£º
Patent; SmithKline Beecham Corporation and SmithKline Beecham p.l.c.; US2003/203917; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics