(S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 151074-16-7
• Molecular Formula: C₂₉H₄₁N₅O₆S₂
• Molecular Weight: 619.806

Synonyms:

Chemical Property of (S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester

There total 1 articles about (S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester 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:

penicillin-G N-ethylpiperidine salt (39879-63-5) + ethylenediamine (107-15-3,85404-18-8) + -5,5-dimethyl-3,4-thiazolidinedicarboxylic acid 3-(1,1-dimethylethyl) ester → (S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester (151074-16-7)

Guidance literature:

With 1-ethyl-piperidine; chloroformic acid ethyl ester; Yield given. Multistep reaction; 1.) CH₂Cl₂, -10 deg C, 2 h, 2.) CH₂Cl₂, from -10 deg C to RT, 1.25 h;

DOI:10.1021/jm00073a011

Reference yield:

(S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester (151074-16-7) → [2R-(2α(R*),4β(S*))]-N-ethyl-5,5-dimethyl-4-{[(2-{[(5,5-dimethyl-4-thiazolidinyl)carbonyl]amino}ethyl)amino]carbonyl}-α-[(phenylacetyl)amino]-2-thiazolidineacetamide

Guidance literature:

Multi-step reaction with 2 steps

1: 98 mg / CH₂Cl₂ / 72 h

2: 21 mg / TFA / CH₂Cl₂ / 0.25 h

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00073a011

Reference yield:

ethylamine (75-04-7,85404-22-4) + (S)-4-{2-[((2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl)-amino]-ethylcarbamoyl}-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester (151074-16-7) → (S)-4-(2-{[(2R,4S)-2-((R)-Ethylcarbamoyl-phenylacetylamino-methyl)-5,5-dimethyl-thiazolidine-4-carbonyl]-amino}-ethylcarbamoyl)-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:

In dichloromethane; for 72h;

DOI:10.1021/jm00073a011

upstream raw materials:

penicillin-G N-ethylpiperidine salt

ethylenediamine

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