diphenyl 7-(tert-butyl-carbonylamino)-3-<<(trifluoromethyl)sulfonyl>oxy>-3-cepham-4-carboxylate

Base Information

• Chemical Name: diphenyl 7-(tert-butyl-carbonylamino)-3-<<(trifluoromethyl)sulfonyl>oxy>-3-cepham-4-carboxylate
• CAS No.: 123054-32-0
• Molecular Formula: C₂₆H₂₅F₃N₂O₈S₂
• Molecular Weight: 614.62
• Mol file: 123054-32-0.mol

Synonyms:diphenyl 7-(tert-butyl-carbonylamino)-3-<<(trifluoromethyl)sulfonyl>oxy>-3-cepham-4-carboxylate

Chemical Property of diphenyl 7-(tert-butyl-carbonylamino)-3-<<(trifluoromethyl)sulfonyl>oxy>-3-cepham-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenyl 7-(tert-butyl-carbonylamino)-3-<<(trifluoromethyl)sulfonyl>oxy>-3-cepham-4-carboxylate

There total 1 articles about diphenyl 7-(tert-butyl-carbonylamino)-3-<<(trifluoromethyl)sulfonyl>oxy>-3-cepham-4-carboxylate 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: 69.0%

trifluoromethylsulfonic anhydride (358-23-6) + (6R,7R)-7-tert-Butoxycarbonylamino-3-hydroxy-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (123054-33-1) → (6R,7R)-7-tert-Butoxycarbonylamino-8-oxo-3-trifluoromethanesulfonyloxy-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (123054-32-0)

Guidance literature:

With diisopropylamine; In dichloromethane; at -78 ℃; for 0.333333h;

DOI:10.1021/jo00281a048

Reference yield: 95.0%

4-methyl-morpholine (109-02-4) + (6R,7R)-7-tert-Butoxycarbonylamino-8-oxo-3-trifluoromethanesulfonyloxy-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (123054-32-0) → Trifluoro-methanesulfonate4-((2R,6R,7R)-2-benzhydryloxycarbonyl-7-tert-butoxycarbonylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-en-3-yl)-4-methyl-morpholin-4-ium; (123054-41-1)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 4h;

DOI:10.1021/jo00281a048

Reference yield: 93.0%

(6R,7R)-7-tert-Butoxycarbonylamino-8-oxo-3-trifluoromethanesulfonyloxy-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (123054-32-0) + Tributyl-((E)-2-methanesulfinyl-vinyl)-stannane → (6R,7R)-7-tert-Butoxycarbonylamino-3-((E)-2-methanesulfinyl-vinyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:

With 1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; zinc(II) chloride; Ambient temperature;

DOI:10.1016/S0960-894X(96)00285-5

upstream raw materials:

trifluoromethylsulfonic anhydride

(6R,7R)-7-tert-Butoxycarbonylamino-3-hydroxy-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Downstream raw materials:

diphenyl 7-(tert-butylcarbonylamino)-3-(3-methyl-2-butenyl)-3-cepham-4-carboxylate

(6R,7R)-7-tert-Butoxycarbonylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(2R,6R,7R)-3-Allyl-7-tert-butoxycarbonylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester

(6R,7R)-3-Allyl-7-tert-butoxycarbonylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester