(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

Base Information

Chemical Name:(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
CAS No.:123054-33-1
Molecular Formula:C₂₅H₂₆N₂O₆S
Molecular Weight:482.557
Hs Code.:

Synonyms:(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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (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

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Technology Process of (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

There total 1 articles about (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 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: 16.0%

: 1461-25-2
tetra-n-butyltin(IV)

: 123054-32-0
(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

: 123054-33-1
(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

: 129849-09-8
(6R,7R)-7-tert-Butoxycarbonylamino-3-butyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; In various solvent(s); at 50 ℃; for 168h;
DOI:10.1021/jo00310a014

Reference yield: 69.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 123054-33-1
(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

: 123054-32-0
(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

Guidance literature:: With diisopropylamine; In dichloromethane; at -78 ℃; for 0.333333h;
DOI:10.1021/jo00281a048

Reference yield:

: 123054-33-1
(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

: 123054-34-2
(6R,7R)-3-Bromo-7-tert-butoxycarbonylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / diisopropylamine / CH₂Cl₂ / 0.33 h / -78 °C

2: 86 percent / LiBr / tetrahydrofuran / 120 h / Ambient temperature

With diisopropylamine; lithium bromide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00281a048