6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester

Base Information

Chemical Name:6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester
CAS No.:121846-31-9
Molecular Formula:C₂₇H₄₀O₄
Molecular Weight:428.612
Hs Code.:

Synonyms:6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester

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Chemical Property of 6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester

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Technology Process of 6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester

There total 5 articles about 6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl 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:

: 121846-23-9
(E)-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-propenal S,S-acetal

: 121846-31-9
6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 44 percent / n-BuLi / tetrahydrofuran / -78 °C

2: 1.) HgCl₂, HgO, 2.) Et₃N / 1.) 95percent aq. MeOH, reflux, 2.) CH₂Cl₂

3: 1.) NaH, 2.) DIBAL / 1.) THF, 2.) Et₂O, -78 deg C

5: 1.) DCC, DMAP, 2.) C₅H₅N, n-Bu₄NF / 1.) CH₂Cl₂, 2.) THF

With pyridine; dmap; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; triethylamine; dicyclohexyl-carbodiimide; mercury dichloride; mercury(II) oxide; In tetrahydrofuran;
DOI:10.1021/ja00195a073

Reference yield:

: (E)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-3-one

: 121846-31-9
6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, 2.) DIBAL / 1.) THF, 2.) Et₂O, -78 deg C

3: 1.) DCC, DMAP, 2.) C₅H₅N, n-Bu₄NF / 1.) CH₂Cl₂, 2.) THF

With pyridine; dmap; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; dicyclohexyl-carbodiimide;
DOI:10.1021/ja00195a073

Reference yield:

: 121846-25-1
(2E,4E)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal

: 121846-31-9
6-Hydroxy-hexanoic acid (3E,5E,7E)-7-methyl-9-oxo-3-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-nona-3,5,7-trienyl ester

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) DCC, DMAP, 2.) C₅H₅N, n-Bu₄NF / 1.) CH₂Cl₂, 2.) THF

With pyridine; dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide;
DOI:10.1021/ja00195a073