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

Base Information

• Chemical Name: [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(4-carbamoyl-phenoxythiocarbonylsulfanyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 2-trimethylsilanyl-ethyl ester
• CAS No.: 132033-75-1
• Molecular Formula: C₂₆H₄₀N₂O₇S₂Si₂
• Molecular Weight: 612.916

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

Chemical Property of [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(4-carbamoyl-phenoxythiocarbonylsulfanyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(4-carbamoyl-phenoxythiocarbonylsulfanyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 2-trimethylsilanyl-ethyl ester

There total 4 articles about [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(4-carbamoyl-phenoxythiocarbonylsulfanyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 2-trimethylsilanyl-ethyl 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:

(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one (76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1) → [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(4-carbamoyl-phenoxythiocarbonylsulfanyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 2-trimethylsilanyl-ethyl ester (132033-75-1)

Guidance literature:

Multi-step reaction with 3 steps

2: 1) AgNO₃

With silver nitrate;

DOI:10.1016/S0040-4039(00)79085-X

Reference yield:

(3S,4R)-3-((R)-1-(t-butyldimethylsilyloxy)ethyl)-4-triphenylmethylthio-2-azetidinone (88035-31-8) → [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(4-carbamoyl-phenoxythiocarbonylsulfanyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 2-trimethylsilanyl-ethyl ester (132033-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) AgNO₃

With silver nitrate;

DOI:10.1016/S0040-4039(00)79085-X

Reference yield:

C8H6NO2S2(1-)*K(1+) → [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(4-carbamoyl-phenoxythiocarbonylsulfanyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 2-trimethylsilanyl-ethyl ester (132033-75-1)

Guidance literature:

DOI:10.1016/S0040-4039(00)79085-X

upstream raw materials:

<2-(trimethylsilyl)ethyl>oxalyl chloride

(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

(3S,4R)-3-((R)-1-(t-butyldimethylsilyloxy)ethyl)-4-triphenylmethylthio-2-azetidinone

Downstream raw materials:

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

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