(1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane

Base Information

Chemical Name:(1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane
CAS No.:224967-48-0
Molecular Formula:C₁₆H₃₂O₂Si
Molecular Weight:284.514
Hs Code.:

Synonyms:(1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane

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Chemical Property of (1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane

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Technology Process of (1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane

There total 5 articles about (1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane 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: 89.0%

: 224967-21-9
(2S,3S,5S)-2-methyl-3-(tert-butyldimethylsiloxy)-5-(2-propenyl)cyclohexanone

: 224967-48-0
(1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane

Guidance literature:: With sodium tetrahydroborate; In methanol; for 1h; Ambient temperature;
DOI:10.1021/ja9843122

Reference yield:

: 3-(tert-butyl-dimethyl-silanyloxy)-5-chloro-2-methyl-cyclohexanone

: 224967-48-0
(1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1: NaOAc / methanol / 1 h / Ambient temperature

2: 1.) CuCN / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min

3: 89 percent / NaBH₄ / methanol / 1 h / Ambient temperature

With sodium tetrahydroborate; sodium acetate; In methanol;
DOI:10.1021/ja9843122

Reference yield:

: 224966-84-1
(5S,6S)-5-(tert-butyldimethylsiloxy)-6-methyl-2-cyclohexenone

: 224967-48-0
(1S,2R,3R,5R)-1-(tert-butyldimethylsiloxy)-2-methyl-3-hydroxy-5-(2-propenyl)cyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) CuCN / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min

2: 89 percent / NaBH₄ / methanol / 1 h / Ambient temperature

With sodium tetrahydroborate; In methanol;
DOI:10.1021/ja9843122