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

Base Information

Chemical Name:((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanone
CAS No.:444809-23-8
Molecular Formula:C₃₆H₅₂O₇Si
Molecular Weight:624.89
Hs Code.:

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

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

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

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

There total 15 articles about ((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanone 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: 90.0%

: 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

: 444809-23-8
((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanone

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol026159t

Reference yield:

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

: 444809-23-8
((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanone

Guidance literature:: Multi-step reaction with 3 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

3.1: 90 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2 h / 20 °C

With tert.-butyl lithium; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol026159t

Reference yield:

: 100-39-0
benzyl bromide

: 444809-23-8
((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanone

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: 90 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

3.1: 92 percent / TBHP; (-)-DIPT; Ti(O-i-Pr)4 / CH₂Cl₂ / 3 h / -18 °C

4.1: 75 percent / Pyr*SO₃; Et₃N; DMSO / CH₂Cl₂ / 1 h / 0 °C

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

5.2: 60 percent / TMEDA / 0.5 h / -78 °C

6.1: 90 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; tetrabutyl ammonium fluoride; tert.-butyl lithium; sulfur trioxide pyridine complex; sodium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol026159t