(5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester
• CAS No.: 55771-87-4
• Molecular Formula: C₁₅H₁₆N₄O₃S
• Molecular Weight: 332.383
• Mol file: 55771-87-4.mol

Synonyms:(5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Chemical Property of (5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

There total 1 articles about (5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl 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:

2-azidoacetyl chloride (30426-58-5) + (S)-5,5-dimethyl-2-phenyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester (55771-72-7) → (5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester (55771-87-4)

Guidance literature:

With triethylamine; In dichloromethane; for 20h; Heating;

DOI:10.1021/jm00239a009

Reference yield:

(5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester (55771-87-4) → (5R)-6c-amino-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid methyl ester

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 4h; Ambient temperature;

DOI:10.1021/jm00239a009

Reference yield:

(5R)-6c-azido-3,3-dimethyl-7-oxo-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester (55771-87-4) → (5R)-3,3-dimethyl-7-oxo-6c-(2-phenoxy-acetylamino)-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid methyl ester (55771-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / PtO₂ / ethyl acetate / 4 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

With hydrogen; triethylamine; platinum(IV) oxide; In dichloromethane; ethyl acetate;

DOI:10.1021/jm00239a009

upstream raw materials:

2-azidoacetyl chloride

(S)-5,5-dimethyl-2-phenyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Downstream raw materials:

(5R)-3,3-dimethyl-7-oxo-6c-(2-phenoxy-acetylamino)-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid methyl ester