Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

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Chemical Name:Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester
CAS No.:335259-78-4
Molecular Formula:C₂₃H₂₉N₃O₃SSi
Molecular Weight:455.653
Hs Code.:

Synonyms:Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

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Chemical Property of Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

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Technology Process of Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

There total 10 articles about Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl 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:

: 108-24-7
acetic anhydride

: 335259-77-3
((2R,4S)-4-Azido-tetrahydro-thiophen-2-ylmethoxy)-tert-butyl-diphenyl-silane

: 335259-78-4
Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

Guidance literature:: ((2R,4S)-4-Azido-tetrahydro-thiophen-2-ylmethoxy)-tert-butyl-diphenyl-silane; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; for 3h;

acetic anhydride; at 100 ℃; for 24h;
DOI:10.1016/S0960-894X(01)00006-3

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 335259-78-4
Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 76 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

2.1: DMAP / acetonitrile / 24 h / 20 °C

3.1: Et₃B; n-Bu₃SnH / benzene / 0 °C

4.1: 78 percent / NH₃ / methanol / 24 h / 20 °C

5.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 40 °C

6.1: 84 percent / NaN₃ / dimethylformamide / 72 h / 40 °C

7.1: mCPBA / CH₂Cl₂ / 3 h / -78 °C

7.2: 24 h / 100 °C

With 1H-imidazole; dmap; sodium azide; triethyl borane; ammonia; tri-n-butyl-tin hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0960-894X(01)00006-3

Reference yield:

: 218601-14-0
Benzoic acid (3R,4R,5S)-4-hydroxy-5-hydroxymethyl-tetrahydro-thiophen-3-yl ester

: 335259-78-4
Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 76 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

2.1: DMAP / acetonitrile / 24 h / 20 °C

3.1: Et₃B; n-Bu₃SnH / benzene / 0 °C

4.1: 78 percent / NH₃ / methanol / 24 h / 20 °C

5.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 40 °C

6.1: 84 percent / NaN₃ / dimethylformamide / 72 h / 40 °C

7.1: mCPBA / CH₂Cl₂ / 3 h / -78 °C

7.2: 24 h / 100 °C

With 1H-imidazole; dmap; sodium azide; triethyl borane; ammonia; tri-n-butyl-tin hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0960-894X(01)00006-3