Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate

Base Information

Chemical Name:Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate
CAS No.:72776-12-6
Molecular Formula:C₁₉H₂₃NO₆S
Molecular Weight:393.461
Hs Code.:

Synonyms:Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate

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Chemical Property of Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate

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Technology Process of Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate

There total 10 articles about Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-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:

: silica gel (ether)

: 4124-41-8
p-toluenesulfonylanhydride

: 74627-99-9
4(R)-4-[3-oxo-4-diazo-4-(t-butyloxycarbonyl)butyl]-azetidin-2-one

: 72776-12-6
Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate

Guidance literature:: With triethylamine; rhodium(II) acetate; In dichloromethane; benzene;

Reference yield:

: 4124-41-8
p-toluenesulfonylanhydride

: 72776-13-7
(R)-3-Hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

: 72776-12-6
Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; Yield given;
DOI:10.1016/S0040-4039(00)71368-2

Reference yield:

: 1694-31-1
tert-butyl acetoacetate

: 72776-12-6
Tert-Butyl 6(R)-3-p-toluenesulfonyloxy-8-Oxo-1-Azabicyclo[4,2,0]oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) THF, -78 deg C

2: 93 percent / p-carboxybenzenesulfonyl azide, Et₃N / acetonitrile / 0 deg C up to room temp.

3: Rh₂(OAc)4 / benzene / 75 °C

4: Et₃N / CH₂Cl₂ / 0 °C

With dirhodium tetraacetate; p-carboxybenzenesulfonyl azide; triethylamine; In dichloromethane; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)71368-2