(2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

Base Information

Chemical Name:(2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one
CAS No.:326922-36-5
Molecular Formula:C₁₇H₂₂O₃
Molecular Weight:274.36
Hs Code.:

Synonyms:(2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

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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 (2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

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Technology Process of (2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

There total 10 articles about (2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one 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: 62.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 917-57-7
vinyllithium

: 136611-27-3
4-<(benzyl)oxy>-3-methyl-2-cyclohexenone

: 326922-35-4
(2R,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

: 326922-36-5
(2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

Guidance literature:: vinyllithium; 4-<(benzyl)oxy>-3-methyl-2-cyclohexenone; With CuCN; In diethyl ether; at -78 ℃; for 0.166667h;

formaldehyd; In tetrahydrofuran; diethyl ether; at -60 ℃; for 0.25h;
DOI:10.1039/b006170k

Reference yield: 60.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: C₁₉H₂₈O₂Si

: (3R,4S)-4-benzyloxy-3-methyl-3-vinylcyclohexan-1-one

: 326922-35-4
(2R,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

: 326922-36-5
(2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

Guidance literature:: With scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; at 0 ℃; for 3.5h;
DOI:10.1038/ja.2016.6

Reference yield:

: 326922-33-2
(S)-6-Benzyloxy-1-methyl-cyclohex-2-enol

: 326922-36-5
(2S,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2.1: CuCN / diethyl ether / 0.17 h / -78 °C

2.2: 33 percent / tetrahydrofuran; diethyl ether / 0.25 h / -60 °C

With 4 A molecular sieve; pyridinium chlorochromate; In diethyl ether; dichloromethane;
DOI:10.1039/b006170k