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

Base Information

Chemical Name:((2R,4S)-4-Azido-tetrahydro-thiophen-2-ylmethoxy)-tert-butyl-diphenyl-silane
CAS No.:335259-77-3
Molecular Formula:C₂₁H₂₇N₃OSSi
Molecular Weight:397.616
Hs Code.:

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

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Chemical Property of ((2R,4S)-4-Azido-tetrahydro-thiophen-2-ylmethoxy)-tert-butyl-diphenyl-silane

Chemical Property:

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Technology Process of ((2R,4S)-4-Azido-tetrahydro-thiophen-2-ylmethoxy)-tert-butyl-diphenyl-silane

There total 8 articles about ((2R,4S)-4-Azido-tetrahydro-thiophen-2-ylmethoxy)-tert-butyl-diphenyl-silane 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: 84.0%

: 335259-79-5
Methanesulfonic acid (3R,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl ester

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

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 40 ℃; for 72h;
DOI:10.1016/S0960-894X(01)00006-3

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

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

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

2: DMAP / acetonitrile / 24 h / 20 °C

3: Et₃B; n-Bu₃SnH / benzene / 0 °C

4: 78 percent / NH₃ / methanol / 24 h / 20 °C

5: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 40 °C

6: 84 percent / NaN₃ / dimethylformamide / 72 h / 40 °C

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

Reference yield:

: 218601-17-3
Benzoic acid (3R,4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-thiophen-3-yl ester

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

Guidance literature:: Multi-step reaction with 8 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

8.1: 31 percent / TMSOTf / 1,2-dichloro-ethane / 24 h / 20 °C

With 1H-imidazole; dmap; sodium azide; triethyl borane; trimethylsilyl trifluoromethanesulfonate; ammonia; tri-n-butyl-tin hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0960-894X(01)00006-3