(2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester

Base Information

Chemical Name:(2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester
CAS No.:145552-70-1
Molecular Formula:C₃₂H₄₉NO₅Si
Molecular Weight:555.83
Hs Code.:

(2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester

Synonyms:(2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl 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 (2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester

Chemical Property:

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

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Technology Process of (2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester

There total 8 articles about (2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl 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

: 145552-70-1
(2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / imidazole / dimethylformamide / 3.5 h / 23 °C

2: 96 percent / TsOH / benzene / 0.5 h / Heating

3: LiBH₄ / tetrahydrofuran; methanol / 24 h / 23 °C

4: DMSO, (COCl)2, Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

5: 1.) LDA / 1.) THF, -78 deg C

With 1H-imidazole; lithium borohydride; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00052a096

Reference yield:

: 3-Benzyl-2-tert-butyl-oxazolidine-4-carboxylic acid methyl ester

: 145552-70-1
(2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 51 percent / LDA, LiBr / tetrahydrofuran / 8 h / -78 °C

2: 91 percent / TfOH / methanol / 6.5 h / 80 °C

3: 97 percent / imidazole / dimethylformamide / 3.5 h / 23 °C

4: 96 percent / TsOH / benzene / 0.5 h / Heating

5: LiBH₄ / tetrahydrofuran; methanol / 24 h / 23 °C

6: DMSO, (COCl)2, Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

7: 1.) LDA / 1.) THF, -78 deg C

With 1H-imidazole; lithium borohydride; oxalyl dichloride; trifluorormethanesulfonic acid; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00052a096

Reference yield:

: 145451-91-8
(2R,3S)-2-Benzylamino-3-hydroxy-2-hydroxymethyl-4-methyl-pentanoic acid methyl ester

: 145552-70-1
(2S,3R)-3-[(4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-2-methyl-propionic acid 2,6-dimethyl-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / imidazole / dimethylformamide / 3.5 h / 23 °C

2: 96 percent / TsOH / benzene / 0.5 h / Heating

3: LiBH₄ / tetrahydrofuran; methanol / 24 h / 23 °C

4: DMSO, (COCl)2, Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

5: 1.) LDA / 1.) THF, -78 deg C

With 1H-imidazole; lithium borohydride; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00052a096