4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxamide, 6-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-oxiranyl-7-oxo-N- (phenylmethyl)-, (5S,6S)-

Base Information

Chemical Name:4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxamide, 6-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-oxiranyl-7-oxo-N- (phenylmethyl)-, (5S,6S)-
CAS No.:632334-76-0
Molecular Formula:C₂₃H₃₂N₂O₄SSi
Molecular Weight:460.67
Hs Code.:

4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxamide,
6-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-oxiranyl-7-oxo-N-
(phenylmethyl)-, (5S,6S)-

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Chemical Property of 4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxamide, 6-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-oxiranyl-7-oxo-N- (phenylmethyl)-, (5S,6S)-

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Technology Process of 4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxamide, 6-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-oxiranyl-7-oxo-N- (phenylmethyl)-, (5S,6S)-

There total 3 articles about 4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxamide, 6-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-oxiranyl-7-oxo-N- (phenylmethyl)-, (5S,6S)- 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: 30.0%

: 75-36-5
acetyl chloride

: 4-benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6-hydroxy-1,5,6,7a-tetrahydro-4H-7-thia-2a,4-diaza-cyclobuta[a]indene-2,3-dione

: 632334-76-0
(5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-oxiranyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzylamide

: acetic acid 4-benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,3-dioxo-1,3,4,5,6,7a-hexahydro-2H-7-thia-2a,4-diaza-cyclobuta[a]inden-6-yl ester

Guidance literature:: With TEA; In tetrahydrofuran; for 1.5h; Heating;
DOI:10.1055/s-2003-40882

Reference yield:

: 632334-72-6
6-[(1-tert-butyldimethylsilyl)ethyl]-3-oxiranyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

: 632334-76-0
(5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-oxiranyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzylamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium 3-ethylhexanoate; PPh₃ / Pd(PPh₃)4 / tetrahydrofuran / 0.1 h

2: Et₃N / tetrahydrofuran / 0.12 h

3: 0.205 g / tetrahydrofuran / 0.08 h / 0 °C

With sodium valproate; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;
DOI:10.1055/s-2003-40882