(5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

Base Information

• Chemical Name: (5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester
• CAS No.: 63784-34-9
• Molecular Formula: C₃₈H₃₆N₂O₆S
• Molecular Weight: 648.78
• Mol file: 63784-34-9.mol

Synonyms:

Chemical Property of (5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

There total 3 articles about (5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-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:

(5R)-6-tert-butoxycarbonylmethylene-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester (63784-25-8,63784-26-9) → (5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester (63784-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Rh-Al₂O₃ / ethyl acetate

2: TFA

3: diisopropylcarbodiimide, Py / CH₂Cl₂

With pyridine; hydrogen; trifluoroacetic acid; diisopropyl-carbodiimide; rhodium on alumina; In dichloromethane; ethyl acetate;

DOI:10.1021/jo00445a011

Reference yield:

benzyl 6β-t-butoxycarbonylmethylpenicillanate (63784-29-2) → (5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester (63784-34-9)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA

2: diisopropylcarbodiimide, Py / CH₂Cl₂

With pyridine; trifluoroacetic acid; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1021/jo00445a011

Reference yield:

(5R)-6t-carboxymethyl-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester (63784-32-7) + amino-phenyl-acetic acid benzhydryl ester (63784-48-5,885613-70-7) → (5R)-6t-{[((Ξ)-benzhydryloxycarbonyl-phenyl-methyl)-carbamoyl]-methyl}-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester (63784-34-9)

Guidance literature:

With pyridine; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1021/jo00445a011

upstream raw materials:

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

amino-phenyl-acetic acid benzhydryl ester

benzyl 6β-t-butoxycarbonylmethylpenicillanate

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