carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

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Chemical Name:carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester
CAS No.:951386-38-2
Molecular Formula:C₁₈H₃₆O₅Si
Molecular Weight:360.566
Hs Code.:

Synonyms:carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

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Chemical Property of carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

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Technology Process of carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

There total 4 articles about carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester 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: 66.0%

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

: 541-41-3
chloroformic acid ethyl ester

: 951386-38-2
carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

: 951386-39-3
C₂₁H₄₀O₇Si

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo071156l

Reference yield:

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

: 951386-38-2
carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

Guidance literature:: Multi-step reaction with 4 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

4.1: 66 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

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

Reference yield:

: 136611-25-1
(S)-4-<(t-butyldimethylsilyl)oxy>-3-methyl-2-cyclohexenone

: 951386-38-2
carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / CuBr*Me₂S / tetrahydrofuran / 0.75 h / -40 °C

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

2.2: 91 percent / H₂O₂; NaOH / H₂O; tetrahydrofuran / 6 h / 20 °C

3.1: 66 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; borane-THF; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo071156l