(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

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Chemical Name:(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol
CAS No.:410077-59-7
Molecular Formula:C₄₃H₈₂O₅S₂Si₃
Molecular Weight:827.51
Hs Code.:

(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

Synonyms:(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

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Chemical Property of (2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

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Technology Process of (2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

There total 3 articles about (2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-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: 69.0%

: 95452-06-5
tert-butyl(1,3-dithian-2-yl)dimethylsilane

: 201275-42-5
((R)-1-Benzyloxymethyl-2-(S)-oxiranyl-ethoxy)-tert-butyl-dimethyl-silane

: 410077-32-6
tert-Butyl-dimethyl-((R)-3-methylene-1-(S)-1-oxiranylmethyl-pentyloxy)-silane

: 410077-59-7
(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

Guidance literature:: tert-butyl(1,3-dithian-2-yl)dimethylsilane; With tert.-butyl lithium; In diethyl ether; at -45 ℃; for 1h;

((R)-1-Benzyloxymethyl-2-(S)-oxiranyl-ethoxy)-tert-butyl-dimethyl-silane; In diethyl ether; at -78 - -25 ℃;

tert-Butyl-dimethyl-((R)-3-methylene-1-(S)-1-oxiranylmethyl-pentyloxy)-silane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In diethyl ether; at 20 ℃; for 2.5h; Further stages.;
DOI:10.1021/ol017273z

Reference yield:

: 410077-58-6
(R)-1-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-methylene-hexan-2-ol

: 410077-59-7
(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / imidazole / tetrahydrofuran / 16 h / 45 °C

2.1: 83 percent / TFA; H₂O / CH₂Cl₂ / 1 h

3.1: tosyl imidazole; sodium hydride / tetrahydrofuran / 0 - 20 °C

4.1: t-BuLi / diethyl ether / 1 h / -45 °C

4.2: diethyl ether / -78 - -25 °C

4.3: 69 percent / HMPA / diethyl ether / 2.5 h / 20 °C

With 1H-imidazole; water; tert.-butyl lithium; sodium hydride; trifluoroacetic acid; p-toluenesulfonyl imidazole; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol017273z

Reference yield:

: 410077-77-9
(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methylene-octane-1,2-diol

: 410077-59-7
(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: tosyl imidazole; sodium hydride / tetrahydrofuran / 0 - 20 °C

2.1: t-BuLi / diethyl ether / 1 h / -45 °C

2.2: diethyl ether / -78 - -25 °C

2.3: 69 percent / HMPA / diethyl ether / 2.5 h / 20 °C

With tert.-butyl lithium; sodium hydride; p-toluenesulfonyl imidazole; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ol017273z