(S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

Base Information

Chemical Name:(S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol
CAS No.:1181635-89-1
Molecular Formula:C₁₅H₂₆O₃
Molecular Weight:254.37
Hs Code.:

Synonyms:(S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

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Technology Process of (S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

There total 2 articles about (S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-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: 83.0%

: 593-60-2,25951-54-6
Vinyl bromide

: 1181635-76-6
1-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]ethanone

: 1181635-77-7
(R)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

: 1181635-89-1
(S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

Guidance literature:: Vinyl bromide; With iodine; magnesium; In tetrahydrofuran; Reflux; Inert atmosphere;

1-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]ethanone; In tetrahydrofuran; at 0 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol901480s

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 1181635-77-7
(R)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

: 1181635-89-1
(S)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: (1S)-10-camphorsulfonic acid / dichloromethane / 25 °C

2.1: iodine; magnesium / tetrahydrofuran / Reflux; Inert atmosphere

2.2: 0 °C / Inert atmosphere

With (1S)-10-camphorsulfonic acid; iodine; magnesium; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol901480s