(1R,2R)-1-methyl-4-((Z)-1,5-dimethylhex-4-enylidene)cyclohexane-1,2-diol

Base Information

Chemical Name:(1R*,2R*)-1-methyl-4-((Z)-1,5-dimethylhex-4-enylidene)cyclohexane-1,2-diol
CAS No.:94294-76-5
Molecular Formula:C₁₅H₂₆O₂
Molecular Weight:238.37
Hs Code.:

Synonyms:(1R*,2R*)-1-methyl-4-((Z)-1,5-dimethylhex-4-enylidene)cyclohexane-1,2-diol

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Chemical Property of (1R*,2R*)-1-methyl-4-((Z)-1,5-dimethylhex-4-enylidene)cyclohexane-1,2-diol

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Technology Process of (1R*,2R*)-1-methyl-4-((Z)-1,5-dimethylhex-4-enylidene)cyclohexane-1,2-diol

There total 16 articles about (1R*,2R*)-1-methyl-4-((Z)-1,5-dimethylhex-4-enylidene)cyclohexane-1,2-diol 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: 97.0%

: 94347-07-6
(1R*,3R*,4R*,6R*)-6-acetoxy-4-chloro-1,3-dimethyl-3-(4-methyl-3-pentene)-2-oxabicyclo<2.2.2>octane

: 94294-76-5
(1R*,2R*)-1-methyl-4-((Z)-1,5-dimethylhex-4-enylidene)cyclohexane-1,2-diol

Guidance literature:: With sodium; In diethyl ether; for 12h; Heating;
DOI:10.1021/ja00284a052

Reference yield:

: 94294-74-3,94347-07-6,104713-99-7,104714-00-3
Acetic acid (1S,3R,4S,6R)-4-chloro-1,3-dimethyl-3-(4-methyl-pent-3-enyl)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

: 94294-75-4,94294-76-5,104714-03-6,104757-61-1
4-[1,5-Dimethyl-hex-4-en-(E)-ylidene]-1-methyl-cyclohexane-1,2-diol

Guidance literature:: With sodium; ethylamine; In tetrahydrofuran; at 0 ℃; for 10h; Yield given;
DOI:10.1021/ja00288a048

Reference yield:

: 94294-81-2
(1R*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid

: 94294-75-4,94294-76-5,104714-03-6,104757-61-1
4-[1,5-Dimethyl-hex-4-en-(E)-ylidene]-1-methyl-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / I₂ / CH₂Cl₂ / 1.) 0 deg C, 30 min; 2.) room temp., 30 min

2: 98 percent / KOH / tetrahydrofuran / 1.) 0 deg C, 30 min; 2.) 20 deg C, 1 h

3: 100 percent / p-TSA / CH₂Cl₂ / 0.17 h / 0 °C

4: pyr / 6 h / 25 °C

5: Br₂ / CCl₄ / 2 h

6: N-chlorosuccinimide/Pb(OAc)4 / dimethylformamide; acetic acid / 2 h / 40 - 50 °C

7: 94 percent / Zn/HOAc / diethyl ether / 4 h / 25 °C

8: pyr. / 10 h / 25 °C

9: sodium metal/EtNH₂ / tetrahydrofuran / 10 h / 0 °C

With pyridine; lead(IV) acetate; potassium hydroxide; N-chloro-succinimide; bromine; iodine; sodium; ethylamine; acetic acid; zinc; toluene-4-sulfonic acid; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/ja00288a048