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

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Chemical Name:(S)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-2-ol
CAS No.:201275-61-8
Molecular Formula:C₃₆H₆₆O₆S₂Si₂
Molecular Weight:715.219
Hs Code.:

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

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

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

There total 5 articles about (S)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-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: 72.0%

: 101977-98-4
(S)-2,2-dimethyl-4-((S)-oxiran-2-ylmethyl)-1,3-dioxolane

: 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

: 201275-61-8
(S)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Guidance literature:: tert-butyl(1,3-dithian-2-yl)dimethylsilane; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - -45 ℃; for 1h;

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

(S)-2,2-dimethyl-4-((S)-oxiran-2-ylmethyl)-1,3-dioxolane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In diethyl ether; pentane; at -78 - 20 ℃; for 2h;
DOI:10.1021/ja0376238

Reference yield:

: 80581-20-0
[(2S,3S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol

: 201275-61-8
(S)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / pyr. / CH₂Cl₂ / 0 °C

2: DIBAL / CH₂Cl₂ / -78 °C

3: 89 percent / K₂CO₃ / methanol

4: HMPA / diethyl ether / -78 deg C -> RT

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride; potassium carbonate; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(97)10500-7

Reference yield:

: 201275-60-7
Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

: 201275-61-8
(S)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / K₂CO₃ / methanol

2: HMPA / diethyl ether / -78 deg C -> RT

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium carbonate; In methanol; diethyl ether;
DOI:10.1016/S0040-4039(97)10500-7