Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester
CAS No.:183293-42-7
Molecular Formula:C₂₄H₂₉NO₇S
Molecular Weight:475.563
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

There total 3 articles about Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl 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:

: 84341-89-9
(2S)-(+)-2-methyl-3-(toluene-4-sulfonyloxy)propionic acid methyl ester

: 183293-42-7
Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL / toluene / 1.5 h / -95 °C

2: 1.) di-n-butylboron triflate, diisopropylethylamine, 3.) aq. H₂O₂ / 1) CH₂Cl₂, 0 deg C, 30 min; 2) CH₂Cl₂, -78 deg C, 30 min, 0 deg C, 2 h; 3) methanol, 0 deg C, 1.0 h

With di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In toluene;
DOI:10.1021/jo9809433

Reference yield:

: 101711-78-8,131685-53-5
(3R)-3-propionyl-4-benzyloxazolidin-2-one

: 183293-41-6
(S)-O-p-toluenesulfonyl-3-hydroxy-2-methylpropanal

: 183293-42-7
Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1) CH₂Cl₂, 0 deg C, 30 min; 2) CH₂Cl₂, -78 deg C, 30 min, 0 deg C, 2 h; 3) methanol, 0 deg C, 1.0 h;
DOI:10.1021/jo9809433

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 183565-25-5
(R)-4-Benzyl-3-[(2R,3S,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoyl]-oxazolidin-2-one

: 183293-42-7
Toluene-4-sulfonic acid (2S,3S,4R)-5-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

Guidance literature:: With dmap; hydrogen fluoride; triethylamine; Yield given. Multistep reaction; 1) CH₃CN, rt, 30 min; 2) CH₂Cl₂, rt, 3 h;
DOI:10.1021/jo9809433