(2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile

Base Information

Chemical Name:(2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile
CAS No.:121401-88-5
Molecular Formula:C₂₁H₃₅NOSi
Molecular Weight:345.601
Hs Code.:

Synonyms:(2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile

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Chemical Property of (2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile

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Technology Process of (2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile

There total 7 articles about (2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile 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: 95.0%

: (2E,4E)-5-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3-methyl-penta-2,4-dienenitrile

: 18162-48-6
tert-butyldimethylsilyl chloride

: 121401-88-5
(2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; under dim red light;
DOI:10.1016/S0040-4039(00)86036-0

Reference yield:

: 116-26-7
safranal

: 121401-88-5
(2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / sodium borohydride / ethanol

2: 98 percent / H⁽¹⁺⁾

3: 1) (+)-diisopinocamphenyl borane, 2) H₂O₂/NaOH

4: H⁽¹⁺⁾ / acetone

5: 50 percent / PDC / CH₂Cl₂; dioxane / under dim red light

6: 85 percent / NaH / tetrahydrofuran / under dim red light

7: 95 percent / imidazole / dimethylformamide / under dim red light

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; dipyridinium dichromate; dihydrogen peroxide; hydrogen cation; sodium hydride; B-chlorodiisopinocampheylborane; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)86036-0

Reference yield:

: 4436-51-5
1-hydroxymethyl-2,6,6-trimethylcyclohexa-1,3-diene

: 121401-88-5
(2E,4E)-5-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3-methyl-penta-2,4-dienenitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / H⁽¹⁺⁾

2: 1) (+)-diisopinocamphenyl borane, 2) H₂O₂/NaOH

3: H⁽¹⁺⁾ / acetone

4: 50 percent / PDC / CH₂Cl₂; dioxane / under dim red light

5: 85 percent / NaH / tetrahydrofuran / under dim red light

6: 95 percent / imidazole / dimethylformamide / under dim red light

With 1H-imidazole; sodium hydroxide; dipyridinium dichromate; dihydrogen peroxide; hydrogen cation; sodium hydride; B-chlorodiisopinocampheylborane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)86036-0