(1R,2S,4R,5S)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane

Base Information

Chemical Name:(1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane
CAS No.:190436-36-3
Molecular Formula:C₄₀H₅₀O₃Si₂
Molecular Weight:635.006
Hs Code.:

Synonyms:(1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane

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Chemical Property of (1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane

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Technology Process of (1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane

There total 10 articles about (1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane 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: 27.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 201139-44-8
((1S,3R,4S,6R)-4-Hydroxymethyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-methanol

: 190436-36-3
(1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1021/ja993492s

Reference yield:

: 60220-77-1
cis-4,5-bis(benzyloxymethyl)cyclohexene

: 190436-36-3
(1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / SnCl₄; bis(trimethylsilyl) peroxide; Me₃SiCl / CH₂Cl₂ / 72 h / -20 °C

2: H₂ / Pd/C / methanol / 4 h / 20 °C

3: 27 percent / imidazole / dimethylformamide / 4 h / 20 °C

With 1H-imidazole; chloro-trimethyl-silane; bis-trimethylsilanyl peroxide; hydrogen; tin(IV) chloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Addition / 2: Reduction / 3: Substitution;
DOI:10.1021/ja993492s

Reference yield:

: (+/-)-(1R*,2R*,4R*,5S*)-4,5-bis(benzyloxymethyl)-2-chlorocyclohexanol

: 190436-36-3
(1R*,2S*,4R*,5S*)-1,2-bis(tert-butyldiphenylsilyloxymethyl)-4,5-epoxycyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 4 h / 20 °C

2: 27 percent / imidazole / dimethylformamide / 4 h / 20 °C

With 1H-imidazole; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; 1: Reduction / 2: Substitution;
DOI:10.1021/ja993492s