(2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester

Base Information

Chemical Name:(2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester
CAS No.:203934-94-5
Molecular Formula:C₃₁H₄₇NO₅Si
Molecular Weight:541.803
Hs Code.:

Synonyms:(2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester

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Chemical Property of (2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester

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Technology Process of (2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester

There total 8 articles about (2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 203934-94-5
(2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 25 h / 23 °C

2: p-TsOH*H₂O / benzene / 0.5 h / 80 °C

3: LiBH₄ / tetrahydrofuran; methanol / 20 h / 23 °C

4: oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 °C

5: 1.) MgI₂, 3.) K₂CO₃

With 1H-imidazole; lithium borohydride; oxalyl dichloride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; magnesium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja973444c

Reference yield:

: 145452-01-3
[(4R,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-methanol

: 203934-94-5
(2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 °C

2: 1.) MgI₂, 3.) K₂CO₃

With oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; magnesium iodide; In dichloromethane;
DOI:10.1021/ja973444c

Reference yield:

: 145451-90-7
(2R,4R)-3-Benzyl-2-tert-butyl-4-((S)-1-hydroxy-2-methyl-propyl)-oxazolidine-4-carboxylic acid methyl ester

: 203934-94-5
(2R,3S)-2-Benzyl-3-[(4S,5S)-3-benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoromethanesulfonic acid / methanol; H₂O / 6.5 h / 80 - 85 °C

2: imidazole / dimethylformamide / 25 h / 23 °C

3: p-TsOH*H₂O / benzene / 0.5 h / 80 °C

4: LiBH₄ / tetrahydrofuran; methanol / 20 h / 23 °C

5: oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 °C

6: 1.) MgI₂, 3.) K₂CO₃

With 1H-imidazole; lithium borohydride; oxalyl dichloride; trifluorormethanesulfonic acid; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; magnesium iodide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja973444c