(6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

Chemical Name:(6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
CAS No.:428453-85-4
Molecular Formula:C₃₂H₄₈O₄
Molecular Weight:496.731
Hs Code.:

Synonyms:(6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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Chemical Property of (6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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Technology Process of (6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 3 articles about (6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 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: 80.0%

: 100229-56-9
(3E,7E)-9-Chloro-4,8-dimethyl-nona-3,7-dien-1-ol

: 192199-24-9
(1R,3R,4S)-8-phenylmenthyl 2-methylacetoacetate

: 428453-85-4
(6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: With n-butyllithium; sodium hydride; In tetrahydrofuran; for 2.5h;
DOI:10.1021/ol0257070

Reference yield:

: 65253-04-5
(-)-8-phenylmenthol

: 428453-85-4
(6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / DMAP / toluene / Heating

2: 80 percent / NaH; n-BuLi / tetrahydrofuran / 2.5 h

With dmap; n-butyllithium; sodium hydride; In tetrahydrofuran; toluene;
DOI:10.1021/ol0257070

Reference yield:

: 19435-42-8
Methyl 4,8-Dimethylnona-3,7-dienoate

: 428453-85-4
(6E,10E)-13-Hydroxy-2,6,10-trimethyl-3-oxo-trideca-6,10-dienoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: SeO₂; t-BuOOH / CH₂Cl₂ / 6 h / 5 °C

1.2: LAH / tetrahydrofuran / 12 h / 0 - 20 °C

2.1: 85 percent / NCS; DMS / CH₂Cl₂ / 2.5 h / 0 °C

3.1: 80 percent / NaH; n-BuLi / tetrahydrofuran / 2.5 h

With tert.-butylhydroperoxide; N-chloro-succinimide; n-butyllithium; selenium(IV) oxide; 2,3-dimercapto-succinic acid; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0257070