((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

Base Information

Chemical Name:((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol
CAS No.:444809-22-7
Molecular Formula:C₃₆H₅₄O₇Si
Molecular Weight:626.906
Hs Code.:

((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

Synonyms:((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

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Chemical Property of ((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

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Technology Process of ((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

There total 14 articles about ((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol 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: 60.0%

: (2S,3R)-3-benzyloxymethyl-3-methyl-oxirane-2-carbaldehyde

: 444809-20-5
(1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

: 444809-22-7
((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

Guidance literature:: (1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane; With tert.-butyl lithium; In diethyl ether; at -78 ℃; for 0.5h;

(2S,3R)-3-benzyloxymethyl-3-methyl-oxirane-2-carbaldehyde; With N,N,N,N,-tetramethylethylenediamine; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1021/ol026159t

Reference yield:

: 21852-32-4
4-bromomethyl-1,2-dimethoxybenzene

: 444809-22-7
((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / NaH / tetrahydrofuran / 8 h / 20 °C

2.1: t-BuLi / diethyl ether / 0.5 h / -78 °C

2.2: 60 percent / TMEDA / 0.5 h / -78 °C

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ol026159t

Reference yield:

: 6553-64-6
6,6-Dimethyl-2-cyclohexen-1-one

: 444809-22-7
((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 78 percent / n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.1: 90 percent / PCC / CH₂Cl₂ / 12 h / 20 °C

3.1: 60 percent / pyridinium tribromide; pyridine / CH₂Cl₂ / 20 h / 20 - 40 °C

4.1: 92 percent / (S)-CBS; BH₃*THF / tetrahydrofuran / 2 h / 20 °C

5.1: 85 percent / imidazole / dimethylformamide / 2 h / 20 - 40 °C

6.1: 70 percent / MgBr₂*Et₂O; BuSH / diethyl ether / 12 h / 20 °C

7.1: 95 percent / NaH / tetrahydrofuran / 8 h / 20 °C

8.1: t-BuLi / diethyl ether / 0.5 h / -78 °C

8.2: 60 percent / TMEDA / 0.5 h / -78 °C

With pyridine; 1H-imidazole; n-butyllithium; borane-THF; (S)-diphenylprolinol; n-butanethiol; tert.-butyl lithium; sodium hydride; pyridinium hydrobromide perbromide; pyridinium chlorochromate; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol026159t