1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol

Base Information

• Chemical Name: 1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol
• CAS No.: 585535-24-6
• Molecular Formula: C₅₉H₉₈O₆S₆Si₂
• Molecular Weight: 1151.99
• Mol file: 585535-24-6.mol

Synonyms:1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol

Chemical Property of 1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol

There total 1 articles about 1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-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: 56.0%

tert-butyl(1,3-dithian-2-yl)dimethylsilane (95452-06-5) + (4R,6S)-4-Benzyloxymethyl-2,2-dimethyl-6-((S)-(R)-1-oxiranyl-allyl)-[1,3]dioxane (585535-23-5) + tert-Butyl-dimethyl-[(1R,2S)-1-[2-((S)-3-oxiranyl-propyl)-[1,3]dithian-2-ylmethyl]-2-(2-phenyl-[1,3]dithian-2-yl)-butoxy]-silane (585535-15-5) → [(1S,2S)-2-((4S,6R)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-[1,3]dithian-2-ylmethyl-but-3-enyloxy]-tert-butyl-dimethyl-silane + 1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol (585535-24-6)

Guidance literature:

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

(4R,6S)-4-Benzyloxymethyl-2,2-dimethyl-6-((S)-(R)-1-oxiranyl-allyl)-[1,3]dioxane; In diethyl ether; pentane; at -78 - -25 ℃; for 1h;

tert-Butyl-dimethyl-[(1R,2S)-1-[2-((S)-3-oxiranyl-propyl)-[1,3]dithian-2-ylmethyl]-2-(2-phenyl-[1,3]dithian-2-yl)-butoxy]-silane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In diethyl ether; pentane; at -78 - 20 ℃; for 3h;

DOI:10.1021/ol034989g

Reference yield: 80.0%

t-butyldimethylsiyl triflate (69739-34-0) + 1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol (585535-24-6) → C65H112O6S6Si3 (585535-27-9)

Guidance literature:

With 2,6-dimethylpyridine;

DOI:10.1021/ol034989g

Reference yield:

1-{2-[3-(6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-[1,3]dithian-2-yl}-5-{2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenyl-[1,3]dithian-2-yl)-pentyl]-[1,3]dithian-2-yl}-pentan-2-ol (585535-24-6) → (2S,3R,9S)-10-[(2R,4S,5S,6S)-6-((R)-3-Benzyloxy-2-hydroxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-vinyl-tetrahydro-pyran-2-yl]-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethyl-1-phenyl-decane-1,5-dione (585535-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 2,6-lutidine

2: 67 percent / PhI(O₂CCF₃)2 / tetrahydrofuran; H₂O

3: 45 percent / pyridinium p-toluenesulfonate

With 2,6-dimethylpyridine; pyridinium p-toluenesulfonate; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; water;

DOI:10.1021/ol034989g

upstream raw materials:

tert-butyl(1,3-dithian-2-yl)dimethylsilane

(4R,6S)-4-Benzyloxymethyl-2,2-dimethyl-6-((S)-(R)-1-oxiranyl-allyl)-[1,3]dioxane

tert-Butyl-dimethyl-[(1R,2S)-1-[2-((S)-3-oxiranyl-propyl)-[1,3]dithian-2-ylmethyl]-2-(2-phenyl-[1,3]dithian-2-yl)-butoxy]-silane

Downstream raw materials:

C₆₅H₁₁₂O₆S₆Si₃

(2S,3R,9S)-10-[(2R,4S,5S,6S)-6-((R)-3-Benzyloxy-2-hydroxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-vinyl-tetrahydro-pyran-2-yl]-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethyl-1-phenyl-decane-1,5-dione

(2S,3R,9S,13S,14S)-14-((4S,6R)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-3,9,13-tris-(tert-butyl-dimethyl-silanyloxy)-2-ethyl-1-phenyl-hexadec-15-ene-1,5,11-trione