(1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

Base Information

Chemical Name:(1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol
CAS No.:157088-57-8
Molecular Formula:C₁₇H₂₆O₅S
Molecular Weight:342.456
Hs Code.:

Synonyms:(1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

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Chemical Property of (1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

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Technology Process of (1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

There total 6 articles about (1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-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: 50.0%

: 71398-23-7
(+)-(S)-4-Methylphenylsulfinyl phenyl sulfone

: 157430-54-1
(3R,4S)-4-(methoxymethoxy)-3,5-dimethylhexanal

: (1E,3R,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

: 157088-57-8
(1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

Guidance literature:: With piperidine; In dichloromethane; at -20 ℃; for 12h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(01)90483-1

Reference yield:

: 132016-59-2
(S)-(E)-4-methyl-1-(phenylsulfonyl)-1-penten-3-ol

: 157088-57-8
(1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: CuI / diethyl ether / 2 h / Ambient temperature

2: 93 percent / P₂O₅ / CHCl₃ / 2 h / Ambient temperature

3: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

4: sodium amalgam, Na₂HPO₄ / ethanol

5: DIBAL-H / CH₂Cl₂ / 30 h / -78 °C

6: 50 percent / piperidine / CH₂Cl₂ / 12 h / -20 °C

With piperidine; disodium hydrogenphosphate; sodium amalgam; copper(l) iodide; n-butyllithium; phosphorus pentoxide; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; chloroform;
DOI:10.1016/S0040-4020(01)90483-1

Reference yield:

: (3R,4S)-4-Methoxymethoxy-3,5-dimethyl-hexanoic acid ethyl ester

: 157088-57-8
(1E,3S,4R,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(phenylsulfonyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL-H / CH₂Cl₂ / 30 h / -78 °C

2: 50 percent / piperidine / CH₂Cl₂ / 12 h / -20 °C

With piperidine; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1016/S0040-4020(01)90483-1