(3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

Base Information

Chemical Name:(3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol
CAS No.:951386-37-1
Molecular Formula:C₁₅H₃₂O₃Si
Molecular Weight:288.503
Hs Code.:

Synonyms:(3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

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Technology Process of (3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

There total 4 articles about (3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol 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: 91.0%

: 136611-30-8
(3S,4S)-4-<(t-butyldimethylsilyl)oxy>-3-methyl-3-vinylcyclohexanone

: 951386-37-1
(3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

Guidance literature:: (3S,4S)-4-<(t-butyldimethylsilyl)oxy>-3-methyl-3-vinylcyclohexanone; With borane-THF; In tetrahydrofuran; at 20 ℃; for 18h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 6h; Further stages.;
DOI:10.1021/jo071156l

Reference yield: 75.0%

: 951386-39-3
C₂₁H₄₀O₇Si

: 951386-37-1
(3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 3h;
DOI:10.1021/jo071156l

Reference yield:

: 119478-74-9
(S)-4-((tert-butyldimethylsilyl)oxy)cyclohex-2-enone

: 951386-37-1
(3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl chloride / tetrahydrofuran / 2 h / -78 °C

1.2: 79 percent / hexamethyldisilazane; 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran / 1 h / 20 °C

2.1: 82 percent / CuBr*Me₂S / tetrahydrofuran / 0.75 h / -40 °C

3.1: BH₃*THF / tetrahydrofuran / 18 h / 20 °C

3.2: 91 percent / H₂O₂; NaOH / H₂O; tetrahydrofuran / 6 h / 20 °C

With chloro-trimethyl-silane; borane-THF; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran;
DOI:10.1021/jo071156l