benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Base Information

Chemical Name:benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate
CAS No.:1572928-63-2
Molecular Formula:C₂₁H₂₄N₄O₄S
Molecular Weight:428.512
Hs Code.:

Synonyms:benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

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Chemical Property of benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

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Technology Process of benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

There total 8 articles about benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 101012-12-8
2-chloro-1,3-thiazole-5-carboxylic acid

: 54045-76-0
2-bromo-thiazole-5-carboxylic acid

: 1450620-13-9
benzyl (3S)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1572928-63-2
benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: 2-chloro-1,3-thiazole-5-carboxylic acid; 2-bromo-thiazole-5-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 18h;

N,O-dimethylhydroxylamine*hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 5 ℃; for 0.25h;

benzyl (3S)-3-(1-propyn-1-yl)-1-piperazinecarboxylate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 105 ℃; for 28h;

Reference yield:

: 78818-15-2
4-benzyloxycarbonylpiperazin-2-one

: 1572928-63-2
benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine; dmap / dichloromethane / 1 h / 20 °C

2.1: tetrahydrofuran / 2 h / 0 °C

3.1: trifluoroacetic acid / dichloromethane / 0.25 h / -10 - 20 °C

3.2: 2 h

4.1: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C

5.1: carbon dioxide / ethanol / Resolution of racemate

6.1: trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C

7.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 18 h / 0 - 20 °C

7.2: 0.25 h / 5 °C

7.3: 28 h / 105 °C

With dmap; oxalyl dichloride; carbon dioxide; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane;

Reference yield:

: 1228675-25-9
2-oxopiperazine-1,4-dicarboxylic acid 1-tert-butyl ester 4-benzyl ester

: 1572928-63-2
benzyl (3S)-4-(5-(methoxy(methyl)carbamoyl)-1,3-thiazol-2-yl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 2 h / 0 °C

2.1: trifluoroacetic acid / dichloromethane / 0.25 h / -10 - 20 °C

2.2: 2 h

3.1: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C

4.1: carbon dioxide / ethanol / Resolution of racemate

5.1: trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C

6.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 18 h / 0 - 20 °C

6.2: 0.25 h / 5 °C

6.3: 28 h / 105 °C

With dmap; oxalyl dichloride; carbon dioxide; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane;