(S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

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Chemical Name:(S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester
CAS No.:90652-16-7
Molecular Formula:C₂₅H₃₇N₃O₇SSi
Molecular Weight:551.736
Hs Code.:

(S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

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Chemical Property of (S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

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Technology Process of (S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

There total 5 articles about (S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl 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: 67.0%

: 90629-00-8
(S)-3-(2-Trimethylsilanyl-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

: 86978-81-6
(3R,4R)-4-acetoxy-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-1-trimethylsilyl-2-azetidinone

: 90652-16-7
(S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 15h; Mechanism; Ambient temperature;
DOI:10.1016/S0040-4039(00)89176-5

Reference yield:

: 87392-18-5
<3S-<3α(S^*),4β>>-benzyl<3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate

: 90652-16-7
(S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10percent Pd-C / methanol

2: N,N'-dicyclohexylcarbodiimide / 4-(N,N-dimethylamino)pyridine / benzene

With hydrogen; dicyclohexyl-carbodiimide; dmap; palladium on activated charcoal; In methanol; benzene;
DOI:10.1016/S0040-4039(01)81292-2

Reference yield:

: {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-1-trimethylsilanyl-azetidin-2-yl}-acetic acid benzyl ester

: 90652-16-7
(S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / pyridinium p-toluenesulfonate / tetrahydrofuran; H₂O / 0.5 h / Ambient temperature

2: 100 percent / H₂ / 10percent Pd-C / methanol

3: N,N'-dicyclohexylcarbodiimide / 4-(N,N-dimethylamino)pyridine / benzene

With hydrogen; dicyclohexyl-carbodiimide; dmap; palladium on activated charcoal; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; water; benzene;
DOI:10.1016/S0040-4039(01)81292-2