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

Base Information

Chemical Name:(4R,5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(diphenoxy-phosphoryloxy)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester
CAS No.:153471-17-1
Molecular Formula:C₃₁H₄₀NO₈PSi
Molecular Weight:613.72
Hs Code.:

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

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

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

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

There total 21 articles about (4R,5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(diphenoxy-phosphoryloxy)-4-methyl-7-oxo-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: 94.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 161659-96-7
3-<(2R)-2-<(3S,4R)-1-<(allyloxycarbonyl)methyl>-3-<(1R)-1-(tert-butyldimethylsilyloxy)ethyl>-2-oxoazetidin-4-yl>propionyl>spiro<2H-1,3-benzoxazine-2,1'-cyclohexan>-4(3H)-one

: 153471-17-1
(4R,5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(diphenoxy-phosphoryloxy)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Guidance literature:: 3-<(2R)-2-<(3S,4R)-1-<(allyloxycarbonyl)methyl>-3-<(1R)-1-(tert-butyldimethylsilyloxy)ethyl>-2-oxoazetidin-4-yl>propionyl>spiro<2H-1,3-benzoxazine-2,1'-cyclohexan>-4(3H)-one; With chloro-trimethyl-silane; sodium hexamethyldisilazane; In tetrahydrofuran; at -10 ℃; for 0.25h;

chlorophosphoric acid diphenyl ester; In tetrahydrofuran; at -10 - 0 ℃; for 2h; Temperature;

Reference yield:

: 40630-84-0
allyl bromoacetate

: 153471-17-1
(4R,5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(diphenoxy-phosphoryloxy)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / NaHMDS / tetrahydrofuran

2: NaHMDS; TMSCl / tetrahydrofuran

With chloro-trimethyl-silane; sodium hexamethyldisilazane; In tetrahydrofuran; 2: Dieckann-type cyclization;
DOI:10.1055/s-2001-18778