tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate

Base Information

Chemical Name:tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate
CAS No.:906528-92-5
Molecular Formula:C₃₂H₃₉NO₄Si
Molecular Weight:529.751
Hs Code.:

Synonyms:tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate

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Chemical Property of tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate

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Technology Process of tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate

There total 3 articles about tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate 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:

: 906528-89-0
(R)-tert-butyl 4-((R)-1'-hydroxy-3-phenylprop-2'-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

: 906528-92-5
tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / p-TsOH*H₂O / methanol / 36 h / 20 °C

2: 84 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; dmap; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.03.048

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 906528-92-5
tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 44 percent / ZnBr₂ / tetrahydrofuran; diethyl ether / -78 - 20 °C

2: 70 percent / p-TsOH*H₂O / methanol / 36 h / 20 °C

3: 84 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; dmap; toluene-4-sulfonic acid; zinc dibromide; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.03.048

Reference yield:

: 4440-01-1
lithium phenylacetylide

: 906528-92-5
tert-butyl (2R,3R)-3-hydroxy-1-(tert-butyldiphenylsilyloxy)-5-phenylpent-4-yn-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 44 percent / ZnBr₂ / tetrahydrofuran; diethyl ether / -78 - 20 °C

2: 70 percent / p-TsOH*H₂O / methanol / 36 h / 20 °C

3: 84 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; dmap; toluene-4-sulfonic acid; zinc dibromide; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.03.048