benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone

Base Information

• Chemical Name: benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone
• CAS No.: 162253-10-3
• Molecular Formula: C₂₅H₂₃NO₈S
• Molecular Weight: 497.526
• Mol file: 162253-10-3.mol

Synonyms:benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone

Chemical Property of benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone

There total 2 articles about benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone 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: 68.0%

(R)-3-acetoxymethyl-7-((Z)-2-hydroxy-ethylidene)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (71955-77-6) → benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone (162253-10-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.666667h; Ambient temperature; pH = 6.4 buffer;

DOI:10.1021/jm00006a022

Reference yield:

(R)-3-Acetoxymethyl-8-oxo-7-[2-oxo-eth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (162303-21-1) → benzhydryl 7-<(Z)-(hydroxymethyl)methylene>cephalosporanate sulfone (162253-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaCNBH₃ / methanol; acetic acid / 0.5 h / Ambient temperature

2: 68 percent / m-CPBA / CH₂Cl₂ / 0.67 h / Ambient temperature; pH = 6.4 buffer

With sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; acetic acid;

DOI:10.1021/jm00006a022

upstream raw materials:

(R)-3-acetoxymethyl-7-((Z)-2-hydroxy-ethylidene)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(R)-3-Acetoxymethyl-8-oxo-7-[2-oxo-eth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester