(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Base Information

Chemical Name:(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester
CAS No.:99364-27-9
Molecular Formula:C₂₅H₃₄N₂O₆SSi
Molecular Weight:518.706
Hs Code.:

(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

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Chemical Property of (5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

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Technology Process of (5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

There total 4 articles about (5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl 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: 50.0%

: 103-71-9
phenyl isocyanate

: 88585-78-8,99364-24-6,100101-31-3
(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-hydroxymethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

: 99364-27-9
(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Guidance literature:: With dmap; In chloroform; for 2h; Heating;

Reference yield:

: 86998-57-4
(tert-Butyl-diphenyl-silanyloxy)-thioacetic acid S-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl} ester

: 99364-27-9
(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) diisopropylethylamine / 1.) CH₂Cl₂

2: P(OEt)3 / Heating

3: Bu₄NF, AcOH / tetrahydrofuran

4: 50 percent / 4-dimethylaminopyridine / CHCl₃ / 2 h / Heating

With dmap; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; triethyl phosphite; In tetrahydrofuran; chloroform;

Reference yield:

: 96559-07-8
{(2S,3R)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(tert-butyl-diphenyl-silanyloxy)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid allyl ester

: 99364-27-9
(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-7-oxo-3-phenylcarbamoyloxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: P(OEt)3 / Heating

2: Bu₄NF, AcOH / tetrahydrofuran

3: 50 percent / 4-dimethylaminopyridine / CHCl₃ / 2 h / Heating

With dmap; tetrabutyl ammonium fluoride; acetic acid; triethyl phosphite; In tetrahydrofuran; chloroform;