Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

Base Information

Chemical Name:Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester
CAS No.:204715-49-1
Molecular Formula:C₁₉H₃₃NO₄Si
Molecular Weight:367.561
Hs Code.:

Synonyms:Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

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Chemical Property of Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

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Technology Process of Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

There total 5 articles about Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl 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: 80.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 204715-48-0
Benzyl-((S)-2,3-dihydroxy-propyl)-carbamic acid ethyl ester

: 204715-49-1
Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1002/hlca.19980810216

Reference yield:

: 131319-74-9
(R)-2,3-di-O-isoproylideneglyceraldehyde N-benzylimine

: 204715-49-1
Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) DIBALH / 1.) Et₂O, r.t., 2.) toluene, Et₂O, r.t., 3 h

2: 71 percent / Bu₃SnH, AIBN / 1.5 h / 10 °C / Irradiation

3: 88 percent / CF₃COOH / tetrahydrofuran; H₂O / 7 h / Heating

4: 80 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/hlca.19980810216

Reference yield:

: 100-46-9
benzylamine

: 204715-49-1
Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / 4-Angstroem molecular sieves / diethyl ether / 1 h / 0 °C

2: 2.) DIBALH / 1.) Et₂O, r.t., 2.) toluene, Et₂O, r.t., 3 h

3: 71 percent / Bu₃SnH, AIBN / 1.5 h / 10 °C / Irradiation

4: 88 percent / CF₃COOH / tetrahydrofuran; H₂O / 7 h / Heating

5: 80 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With dmap; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/hlca.19980810216