(6R)-6-(Benzylcarbonylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester

Base Information

• Chemical Name: (6R)-6-(Benzylcarbonylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester
• CAS No.: 66363-41-5
• Molecular Formula: C29H28N2O4S
• Molecular Weight: 500.61
• Mol file: 66363-41-5.mol

Synonyms:(6R)-6-(Benzylcarbonylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester

Chemical Property of (6R)-6-(Benzylcarbonylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester

Chemical Property:

• PSA: 101.01000
• LogP: 4.43780

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6R)-6-(Benzylcarbonylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester

There total 2 articles about (6R)-6-(Benzylcarbonylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl 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:

diphenylmethyl 6β-(2-phenylacetamido)penicillanate (67565-52-0) → 6α-(2-phenyl-acetylamino)-penicillanic acid benzhydryl ester (66363-41-5)

Guidance literature:

With 2,6-dichloro-benzonitrile; bis-(trimethylsilyl)acetamide; In dichloromethane;

DOI:10.1021/ja00509a074

Reference yield:

→ 6β-(2-phenyl-acetylamino)-penicillanic acid benzhydryl ester (66363-41-5,67565-52-0)

Guidance literature:

Penicillanat 10a, 1)CH3NHNH2, 2)PhCH2COCl;

Reference yield: 94.0%

(S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (66363-41-5,67565-52-0) → (S)-3,3-Dimethyl-4,7-dioxo-6-phenylacetylamino-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (37591-56-3,51446-87-8,68000-33-9,69780-17-2,73036-93-8,101833-98-1)

Guidance literature:

With formic acid; dihydrogen peroxide; In dichloromethane; at 0 - 5 ℃; for 4h;

DOI:10.1055/s-1989-27194

upstream raw materials:

diphenylmethyl 6β-(2-phenylacetamido)penicillanate

Downstream raw materials:

(S)-3,3-Dimethyl-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

2-((1R)-3-benzyl-7-oxo-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzhydryl ester

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