(4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester

Base Information

• Chemical Name: (4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester
• CAS No.: 97656-36-5
• Molecular Formula: C₃₄H₃₄N₂O₄S
• Molecular Weight: 566.721
• Mol file: 97656-36-5.mol

Synonyms:(4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester

Chemical Property of (4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester

There total 2 articles about (4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl 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:

(4RS)-2t-((SR)-amino-tert-butoxycarbonyl-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester → (4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester (97656-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / nitromethane

2: Et₂NH, THF / H₂O

With tetrahydrofuran; hydrogenchloride; diethylamine; In nitromethane; water;

DOI:10.1021/ja00874a029

Reference yield:

trityl chloride (76-83-5) + (4RS)-2t-((SR)-amino-carboxy-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester → (4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester (97656-36-5)

Guidance literature:

With tetrahydrofuran; diethylamine; In water;

DOI:10.1021/ja00874a029

Reference yield:

(4S)-2t-((R)-carboxy-tritylamino-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester (97656-36-5) → rac-6β-amino-penicillanic acid (551-16-6,1079-37-4,3115-55-7,21794-93-4,145920-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N'-diisopropyl-carbodiimide / dioxane; H₂O

2: H₂, PdO, AcOH, ethane-1,2-diol / dioxane

3: (i) aq. H₃PO₄, benzene, (ii) aq. HCl, iPrOH

With hydrogen; ethylene glycol; acetic acid; diisopropyl-carbodiimide; trimethyleneglycol; In 1,4-dioxane; water;

DOI:10.1021/ja00874a029

upstream raw materials:

trityl chloride

Downstream raw materials:

rac-6β-tritylamino-penicillanic acid benzyl ester

rac-6β-tritylamino-penicillanic acid; diethylamine salt

rac-6β-amino-penicillanic acid

rac-6β-tritylamino-penicillanic acid