(S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

Base Information

Chemical Name:(S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester
CAS No.:128869-73-8
Molecular Formula:C₃₆H₄₅NO₇Si
Molecular Weight:631.841
Hs Code.:

(S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

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Chemical Property of (S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

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Technology Process of (S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

There total 8 articles about (S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl 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: 79.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 128869-71-6,128869-72-7,128947-29-5,128947-30-8,128947-31-9,128947-32-0,128947-33-1,128947-34-2
(R)-2-(1-Hydroxy-ethyl)-3-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

: 128869-73-8,128947-35-3,128947-36-4,128947-37-5,128947-38-6,128947-39-7,128947-40-0,128947-41-1
(R)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1021/ja00173a012

Reference yield: 73.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 128869-71-6,128869-72-7,128947-29-5,128947-30-8,128947-31-9,128947-32-0,128947-33-1,128947-34-2
(S)-2-(1-Hydroxy-ethyl)-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

: 128869-73-8,128947-35-3,128947-36-4,128947-37-5,128947-38-6,128947-39-7,128947-40-0,128947-41-1
(S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1021/ja00173a012

Reference yield:

: 122313-67-1
sodium benzyl acetoacetate

: 128869-73-8,128947-35-3,128947-36-4,128947-37-5,128947-38-6,128947-39-7,128947-40-0,128947-41-1
(S)-2-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pentanedioic acid 1-benzyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) PdCl₂(PhCN)2, Et₃N / 1.) THF, -78 deg C, 5 h, 2.) a) from -78 deg C to RT, 15 h, b) 40 deg C, 1 h

2: 89 percent / NaBH₄ / methanol / 4.5 h / 0 °C

3: 73 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / Ambient temperature

With 2,6-dimethylpyridine; sodium tetrahydroborate; bis(benzonitrile)palladium(II) dichloride; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ja00173a012