(2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester
• CAS No.: 210761-52-7
• Molecular Formula: C₂₁H₂₂N₂O₅S
• Molecular Weight: 414.482
• Mol file: 210761-52-7.mol

Synonyms:(2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

Chemical Property of (2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

There total 5 articles about (2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl 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:

6-aminopenicillanic acid diphenylmethyl ester (47547-28-4,78184-79-9) → (2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (210761-52-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2010.10.134

Reference yield:

6-aminopenicillanic acid → (2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (210761-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / 20 h / 0 - 20 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1016/j.bmcl.2010.10.134

Reference yield:

diazodiphenylmethane (908093-98-1) → (2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (210761-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / 20 h / 0 - 20 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1016/j.bmcl.2010.10.134

upstream raw materials:

(5R,6R)-6-amino-2,2-dimethyl-1,1-dioxopenam-3-carboxylic acid

diazodiphenylmethane

6-Aminopenicillanic Acid

6-aminopenicillanic acid diphenylmethyl ester

Downstream raw materials:

C₂₉H₃₃NO₆S

C₂₉H₃₃NO₆S

C₂₉H₃₃NO₆S

C₂₉H₃₇NO₆SSi