(2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

Base Information

Chemical Name:(2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol
CAS No.:330189-32-7
Molecular Formula:C₅₀H₆₉IO₆Si₃
Molecular Weight:977.255
Hs Code.:

(2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

Synonyms:(2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

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Chemical Property of (2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

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Technology Process of (2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

There total 4 articles about (2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol 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: 89.0%

: 330189-37-2
Benzoic acid (1R,2R,3R)-3-[(2S,3R,4S,5R,6R)-4,5-bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-pent-4-ynyl ester

: 330189-32-7
(2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -70 ℃; for 0.5h;
DOI:10.1016/S0022-328X(00)00643-4

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 330189-32-7
(2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 48 h

2: 89 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -70 °C

With 1H-imidazole; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0022-328X(00)00643-4

Reference yield:

: Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yl ester

: 330189-32-7
(2R,3R,4R)-4-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-3-iodo-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-yn-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / TBSOTf / CH₂Cl₂ / 0.33 h / -75 °C

2: 94 percent / imidazole / dimethylformamide / 48 h

3: 89 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -70 °C

With 1H-imidazole; t-butyldimethylsiyl triflate; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0022-328X(00)00643-4