(1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

Base Information

Chemical Name:(1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol
CAS No.:1261224-11-6
Molecular Formula:C₂₂H₃₂O₂
Molecular Weight:328.495
Hs Code.:

Synonyms:(1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

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Chemical Property of (1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

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Technology Process of (1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

There total 4 articles about (1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol 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: 90.0%

: 1261224-27-4
(R)-2-((1Z)-1-hexen-1-yl)cyclohexanone

: 84666-33-1
(E)-(((3-iodoallyl)oxy)methyl)benzene

: 1261224-11-6
(1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

Guidance literature:: (E)-(((3-iodoallyl)oxy)methyl)benzene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.0166667h; Inert atmosphere;

(R)-2-((1Z)-1-hexen-1-yl)cyclohexanone; In diethyl ether; hexane; at -78 ℃; for 0.5h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja109165f

Reference yield: 28.0%

: 92052-73-8
C₁₀H₁₁IO

: 1261224-27-4
(R)-2-((1Z)-1-hexen-1-yl)cyclohexanone

: 1261224-36-5
(1S,2R)-1-((1Z)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

: 1261224-11-6
(1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

Guidance literature:: C₁₀H₁₁IO; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.0666667h; Inert atmosphere;

(R)-2-((1Z)-1-hexen-1-yl)cyclohexanone; In diethyl ether; hexane; at -78 ℃; for 0.833333h; Inert atmosphere;
DOI:10.1021/ja109165f

Reference yield:

: C₁₂H₂₂O

: 1261224-11-6
(1S,2R)-1-((1E)-3-benzyloxy-1-propen-1-yl)-2-((1Z)-1-hexen-1-yl)cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

1.2: 0.67 h / -78 - 0 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether; hexane / 0.02 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja109165f