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

Base Information

Chemical Name:(1E,3R,4S,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(trimethylsilyl)-1-(phenylsulfonyl)-1-hepten-3-ol
CAS No.:147235-51-6
Molecular Formula:C₂₀H₃₄O₅SSi
Molecular Weight:414.638
Hs Code.:

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

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

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

There total 7 articles about (1E,3R,4S,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(trimethylsilyl)-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:

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

: 147235-51-6
(1E,3R,4S,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(trimethylsilyl)-1-(phenylsulfonyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / P₂O₅ / CHCl₃ / 2 h / Ambient temperature

3: KF / methanol / 1 h / Ambient temperature

4: 1) n-BuLi / 1) THF, hexane, -78 deg C, 30 min, 2) -78 deg C, 1 h

5: 81 percent / 6percent sodium amalgam, Na₂HPO₄ / ethanol / 2 h / Ambient temperature

6: 87 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

7: 82 percent / piperidine / CH₂Cl₂ / 12 h / -20 °C

8: 1) n-BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -78 deg C, 15 min

With piperidine; potassium fluoride; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; phosphorus pentoxide; diisobutylaluminium hydride; In methanol; ethanol; dichloromethane; chloroform;
DOI:10.1021/jo00058a053

Reference yield:

: 147235-45-8
(3S,4S)-4-(methoxymethoxy)-3,5-dimethylhexanal

: 147235-51-6
(1E,3R,4S,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(trimethylsilyl)-1-(phenylsulfonyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / piperidine / CH₂Cl₂ / 12 h / -20 °C

2: 1) n-BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -78 deg C, 15 min

With piperidine; n-butyllithium; In dichloromethane;
DOI:10.1021/jo00058a053

Reference yield:

: 147235-44-7
ethyl (3S,4S)-4-(methoxymethoxy)-3,5-dimethylhexanoate

: 147235-51-6
(1E,3R,4S,5S)-5-(methoxymethoxy)-4,6-dimethyl-1-(trimethylsilyl)-1-(phenylsulfonyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

2: 82 percent / piperidine / CH₂Cl₂ / 12 h / -20 °C

3: 1) n-BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -78 deg C, 15 min

With piperidine; n-butyllithium; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/jo00058a053