(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

Base Information

Chemical Name:(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol
CAS No.:864712-77-6
Molecular Formula:C₅₈H₈₂O₇Si₂
Molecular Weight:947.456
Hs Code.:

Synonyms:(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

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Chemical Property of (2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

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Technology Process of (2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

There total 26 articles about (2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-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: 64.0%

: 4-[1,2-bis-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-3-methyl-3-triethylsilanyloxy-nonyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

: 864712-77-6
(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at 0 ℃; for 8h;
DOI:10.1246/bcsj.79.468

Reference yield: 64.0%

: 864712-66-3
(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-2,6-dimethyldodecane-1,3-diol

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 864712-77-6
(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

Guidance literature:: (2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-2,6-dimethyldodecane-1,3-diol; p-Anisaldehyde dimethyl acetal; With pyridinium p-toluenesulfonate; In dichloromethane;

With diisobutylaluminium hydride; In toluene;
DOI:10.1016/j.tetlet.2005.06.079

Reference yield:

: 864712-67-4
(2R,3R,4R)-2,3-bis(benzyloxy)-10-t-butyldiphenylsiloxy-4-triethylsiloxy-4-methyldecanal

: 864712-77-6
(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-3-(4-methoxybenzyloxy)-2,6-dimethyldodeca-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran

1.2: DIBAL-H / CH₂Cl₂; tetrahydrofuran

2.1: 20 percent / Ti(O-iPr)4; D-(-)-DET; t-butylhydroperoxide / CH₂Cl₂

3.1: 87 percent / CuCN / diethyl ether / 8 h / 0 °C

4.1: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 7 h / 20 °C

5.1: 64 percent / DIBAL-H / toluene / 8 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1246/bcsj.79.468