(1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol

Base Information

Chemical Name:(1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol
CAS No.:710313-28-3
Molecular Formula:C₃₂H₅₀O₄Si₂
Molecular Weight:554.918
Hs Code.:

Synonyms:(1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol

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Chemical Property of (1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol

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Technology Process of (1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol

There total 9 articles about (1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-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: 75.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 710313-37-4
(1S,2R,3R,4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexane-1,2-diol

: 710313-28-3
(1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.03.103

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 710313-28-3
(1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / H₂O₂; NaOH / methanol; H₂O

2: 70 percent / (PhSe)2; N-acetylcysteine; NaOH / methanol

3: PPTS / benzene / Heating

4: NaH / tetrahydrofuran / 0 °C

5: TsOH / acetone

6: methanol

7: n-BuLi / tetrahydrofuran / -78 - 20 °C

8: 65 percent / m-CPBA / CH₂Cl₂ / 0 °C

9: 75 percent / K₂OsO₄; NMO / 2-methyl-propan-2-ol; acetone; H₂O

10: 75 percent / imidazole / dimethylformamide

With 1H-imidazole; sodium hydroxide; potassium osmate(VI); n-butyllithium; N-methyl-2-indolinone; N-Acetylcysteine; diphenyl diselenide; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetlet.2004.03.103

Reference yield:

: 39903-97-4
(S)-carvone oxide

: 710313-28-3
(1S,2R,3S,4S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-(2-methyl-oxiranyl)-cyclohexanol

Guidance literature:: Multi-step reaction with 9 steps

1: 70 percent / (PhSe)2; N-acetylcysteine; NaOH / methanol

2: PPTS / benzene / Heating

3: NaH / tetrahydrofuran / 0 °C

4: TsOH / acetone

5: methanol

6: n-BuLi / tetrahydrofuran / -78 - 20 °C

7: 65 percent / m-CPBA / CH₂Cl₂ / 0 °C

8: 75 percent / K₂OsO₄; NMO / 2-methyl-propan-2-ol; acetone; H₂O

9: 75 percent / imidazole / dimethylformamide

With 1H-imidazole; sodium hydroxide; potassium osmate(VI); n-butyllithium; N-methyl-2-indolinone; N-Acetylcysteine; diphenyl diselenide; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetlet.2004.03.103