(+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril

Base Information

Chemical Name:(+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril
CAS No.:130815-64-4
Molecular Formula:C₁₅H₂₁NO₂
Molecular Weight:247.337
Hs Code.:

Synonyms:

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Chemical Property of (+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril

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Technology Process of (+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril

There total 3 articles about (+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril 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: 2.79%

: 130856-58-5
(+)-(S)-5-(1'-Hydroxy-2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)-3-methylpenta-2,4-diennitril

: 130815-64-4
(+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril

: 130856-63-2
(+)-(1'S,4'R)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-3-methylpenta-2,4-diennitril

Guidance literature:: With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 ℃;
DOI:10.1002/hlca.19900730426

Reference yield:

: 130815-63-3
(-)-(1'S,2'R)-5-(1',2'-Epoxy-4',4'-(ethylendioxy)-2',6',6'-trimethylcyclohexyl)-3-methylpenta-2,4-diennitril

: 130815-64-4
(+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril

Guidance literature:: Multi-step reaction with 2 steps

1: 7.54 g / TsOH*H₂O / acetone / 25 h / Ambient temperature

2: 3.94 g / 9-BBN / tetrahydrofuran / 0 °C

With 9-borabicyclo[3.3.1]nonane dimer; toluene-4-sulfonic acid; In tetrahydrofuran; acetone;
DOI:10.1002/hlca.19900730426

Reference yield:

: 122346-85-4,132340-85-3,142563-00-6
4,4-ethylenedioxy-1,2-oxo-2,6,6-trimethylcyclohexanecarboxaldehyde

: 130815-64-4
(+)-(1'S,4'S)-5-(1',4'-Dihydroxy-2',6',6'-trimethylcyclohex-2'-enyl)-methylpenta-2,4-diennitril

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / t-BuOK / tetrahydrofuran / 1.) 0 deg C, 15 min; 2.) RT, 12 h

2: 7.54 g / TsOH*H₂O / acetone / 25 h / Ambient temperature

3: 3.94 g / 9-BBN / tetrahydrofuran / 0 °C

With 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; toluene-4-sulfonic acid; In tetrahydrofuran; acetone;
DOI:10.1002/hlca.19900730426