(2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate

Base Information

Chemical Name:(2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate
CAS No.:388075-82-9
Molecular Formula:C₂₂H₃₄O₃
Molecular Weight:346.51
Hs Code.:

Synonyms:(2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate

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Chemical Property of (2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate

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Technology Process of (2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate

There total 2 articles about (2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate 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: 28.0%

: 26586-02-7
(E)-4-acetoxy-2-methylcrotonaldehyde

: 388075-80-7
2-[(E)-3-methoxy-3-methyl-1,4-pentadienyl]-1,3,3-trimethylcyclohexene

: 388075-82-9
(2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate

Guidance literature:: 2-[(E)-3-methoxy-3-methyl-1,4-pentadienyl]-1,3,3-trimethylcyclohexene; With hydrobiohenyllithium in THF;

(E)-4-acetoxy-2-methylcrotonaldehyde; In tetrahydrofuran; at -75 ℃; for 0.25h; Further stages.;
DOI:10.1002/1099-0690(200110)2001:20<3903::AID-EJOC3903>3.0.CO;2-R

Reference yield:

: 59057-30-6
(1E)-1-(2,6,6-trimethylcyclohex-1-enyl)-3-methyl-1,4-pentadien-3-ol

: 388075-82-9
(2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / NaH / tetrahydrofuran / 1 h / Heating

2.1: hydrobiohenyllithium in THF

2.2: 28 percent / tetrahydrofuran / 0.25 h / -75 °C

With hydrobiohenyllithium in THF; sodium hydride; In tetrahydrofuran;
DOI:10.1002/1099-0690(200110)2001:20<3903::AID-EJOC3903>3.0.CO;2-R

Reference yield:

: 388075-82-9
(2E,6E,8E)-4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene acetate

: 127-47-9,64536-04-5
Retinol acetate

Guidance literature:: Multi-step reaction with 2 steps

1: PBr₃ / CH₂Cl₂ / -75 - 25 °C

2: 31 percent / DBN / hexane / 6 h / 25 °C

With 2,6-dichloro-benzonitrile; phosphorus tribromide; In hexane; dichloromethane;
DOI:10.1002/1099-0690(200110)2001:20<3903::AID-EJOC3903>3.0.CO;2-R