(2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol

Base Information

Chemical Name:(2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol
CAS No.:849122-77-6
Molecular Formula:C₂₀H₃₆O₅
Molecular Weight:356.503
Hs Code.:

Synonyms:(2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol

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Chemical Property of (2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol

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Technology Process of (2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol

There total 1 articles about (2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol 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: 96.0%

: 62322-45-6
allyl methoxymethyl ether

: 221290-57-9
[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetaldehyde

: 849122-77-6
(2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol

Guidance literature:: With (-)-B-methoxydiisopinocamphenylborane; boron trifluoride diethyl etherate; sec.-butyllithium; In tetrahydrofuran; at -78 - -20 ℃; for 16h;
DOI:10.1016/j.tet.2004.12.039

Reference yield: 88.0%

: 849122-77-6
(2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 849122-88-9
tert-Butyl-[(1S,2S)-1-((1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-2-methoxymethoxy-but-3-enyloxy]-diphenyl-silane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1016/j.tet.2004.12.039

Reference yield:

: 849122-77-6
(2S,3S)-1-((1R,5R,6R)-6-Dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methoxymethoxy-pent-4-en-2-ol

: 849122-91-4
Methanesulfonic acid (1R,2R,6R)-2-[(2S,3S)-2-(tert-butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pent-4-enyl]-6-isopropyl-3-methyl-cyclohex-3-enylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / imidazole / CH₂Cl₂ / 16 h / 0 - 20 °C

2: 100 percent / AcOH / tetrahydrofuran; H₂O / 15 h / 20 °C

3: 71 percent / NaBH₄ / ethanol / 0.33 h / 20 °C

4: 98 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; acetic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.tet.2004.12.039