benzhydryl N-δ--6-aminopenicillanate β-sulfoxide

Base Information

• Chemical Name: benzhydryl N-δ--6-aminopenicillanate β-sulfoxide
• CAS No.: 87417-34-3
• Molecular Formula: C₄₅H₄₉N₃O₉S
• Molecular Weight: 807.965

Synonyms:benzhydryl N-δ--6-aminopenicillanate β-sulfoxide

Chemical Property of benzhydryl N-δ--6-aminopenicillanate β-sulfoxide

Chemical Property:

Purity/Quality:

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Technology Process of benzhydryl N-δ--6-aminopenicillanate β-sulfoxide

There total 14 articles about benzhydryl N-δ--6-aminopenicillanate β-sulfoxide 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:

(2S,5R,6R)-6-(5-Benzhydryloxycarbonyl-5-tert-butoxycarbonylamino-pentanoylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (87408-05-7) → (2S,5R,6R)-6-(5-Benzhydryloxycarbonyl-5-tert-butoxycarbonylamino-pentanoylamino)-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (87417-34-3,130196-02-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at -15 ℃; for 0.666667h;

Reference yield:

iso-penicillin N (87408-05-7) → benzhydryl N-δ--6-aminopenicillanate β-sulfoxide (87417-34-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at -15 ℃; for 0.666667h;

Reference yield:

6-aminopenicillanic acid diphenylmethyl ester (47547-28-4,78184-79-9) → (2S,5R,6R)-6-(5-Benzhydryloxycarbonyl-5-tert-butoxycarbonylamino-pentanoylamino)-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (87417-34-3,130196-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) methyl chloroformate

2: m-chloroperbenzoic acid / CH₂Cl₂

With methyl chloroformate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)88064-8

upstream raw materials:

(2S,5R,6R)-6-(5-Benzhydryloxycarbonyl-5-tert-butoxycarbonylamino-pentanoylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

(2S,5R,6R)-6-{[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-amino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

diazodiphenylmethane

6-aminopenicillanic acid diphenylmethyl ester

Downstream raw materials:

5-[(1R,5R)-6-((R)-1-Benzhydryloxycarbonyl-2-methyl-allyl)-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-3-yl]-2-tert-butoxycarbonylamino-pentanoic acid benzhydryl ester

(S)-5-[(1S,5S)-6-((R)-1-Benzhydryloxycarbonyl-2-methyl-allyl)-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-3-yl]-2-tert-butoxycarbonylamino-pentanoic acid benzhydryl ester

(S)-5-[(1R,5R)-6-((R)-1-Benzhydryloxycarbonyl-2-methyl-allyl)-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-3-yl]-2-tert-butoxycarbonylamino-pentanoic acid benzhydryl ester

(S)-5-[(1S,5S)-6-((R)-1-Benzhydryloxycarbonyl-2-methyl-propyl)-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-3-yl]-2-tert-butoxycarbonylamino-pentanoic acid benzhydryl ester

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