[(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol

Base Information

Chemical Name:[(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol
CAS No.:1246364-47-5
Molecular Formula:C₁₄H₂₈O₃Si
Molecular Weight:272.46
Hs Code.:

Synonyms:[(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol

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Chemical Property of [(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol

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Technology Process of [(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol

There total 13 articles about [(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol 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: 94.0%

: 1246364-46-4
[(1S,3R)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-methylene]cyclohexanecarboxylic acid methyl ester

: 1246364-47-5
[(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol

Guidance literature:: [(1S,3R)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-methylene]cyclohexanecarboxylic acid methyl ester; With diisobutylaluminium hydride; In dichloromethane; at -70 - -30 ℃; for 3h;

With potassium tartrate sodium salt; In dichloromethane; water;

Reference yield:

: C₈H₈O₆S

: 1246364-47-5
[(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran; benzene

2: dipyridinium dichromate / acetonitrile / Molecular sieve

3: potassium tert-butylate / tetrahydrofuran

4: Molecular sieve

5: 2,6-dimethylpyridine / dichloromethane

6: diisobutylaluminium hydride / dichloromethane

With 2,6-dimethylpyridine; dipyridinium dichromate; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; tri-n-butyl-tin hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; acetonitrile; benzene; 1: Barton-McCombie deoxygenation / 3: Wittig reaction;
DOI:10.1016/j.jsbmb.2010.03.063

Reference yield:

: C₇H₁₀O₅

: 1246364-47-5
[(1S',3R')-3'-[(tert-butyldimethylsilyl)oxy]-1'-hydroxy-4'-methylene-cyclohexyl]methanol

Guidance literature:: Multi-step reaction with 5 steps

1: dipyridinium dichromate / acetonitrile / Molecular sieve

2: potassium tert-butylate / tetrahydrofuran

3: Molecular sieve

4: 2,6-dimethylpyridine / dichloromethane

5: diisobutylaluminium hydride / dichloromethane

With 2,6-dimethylpyridine; dipyridinium dichromate; potassium tert-butylate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; acetonitrile; 2: Wittig reaction;
DOI:10.1016/j.jsbmb.2010.03.063