(2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol

Base Information

Chemical Name:(2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol
CAS No.:253431-90-2
Molecular Formula:C₄₅H₇₆O₆S₄Si₂
Molecular Weight:897.53
Hs Code.:

Synonyms:(2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol

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Chemical Property of (2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol

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Technology Process of (2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol

There total 1 articles about (2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol 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: 59.0%

: 109905-51-3
(2S,4S)-1,2:4,5-dianhydro-3-deoxypentitol

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

: 14618-80-5
(R)-benzyl glycidol

: (S)-1-{2-[(R)-3-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-3-(S)-oxiranyl-propan-2-ol

: 253431-90-2
(2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol

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

(R)-benzyl glycidol; In diethyl ether; pentane; at -78 - -25 ℃; for 1h;

(2S,4S)-1,2:4,5-dianhydro-3-deoxypentitol; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; diethyl ether; pentane; at -78 - 20 ℃;
DOI:10.1021/ja0376238

Reference yield: 83.0%

: 77-76-9
2,2-dimethoxy-propane

: 253431-90-2
(2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol

: 253431-98-0
C₄₈H₈₀O₆S₄Si₂

Guidance literature:: With pyridinium p-toluenesulfonate;
DOI:10.1021/ol991166b

Reference yield:

: 253431-90-2
(2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol

: 253431-96-8
C₃₀H₄₀O₈

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / PPTs

2: 93 percent / TBAF

3: 80 percent / mercuric perchlorate; 2,6-lutidine / H₂O; tetrahydrofuran

With 2,6-dimethylpyridine; mercury(II) perchlorate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; water;
DOI:10.1021/ol991166b