(2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

Base Information

Chemical Name:(2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile
CAS No.:121521-22-0
Molecular Formula:C₂₀H₂₇NO
Molecular Weight:297.44
Hs Code.:

Synonyms:(2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

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Chemical Property of (2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

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Technology Process of (2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

There total 13 articles about (2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile 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: 92.0%

: 121401-89-6,121521-21-9
(2E,4E,6Z,8E)-9-[(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

: 121521-22-0
(2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature; under dim red light;
DOI:10.1016/S0040-4039(00)86036-0

Reference yield:

: 116-26-7
safranal

: 121521-22-0
(2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

Guidance literature:: Multi-step reaction with 13 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: 78 percent / NaH / under dim red light

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

8: 70 percent / DIBAL / under dim red light

9: 92 percent / -78 °C / under dim red light

10: 98 percent / MnO₂ / CH₂Cl₂ / under dim red light

11: 1.) LDA, 2.) H⁽¹⁺⁾ / 1.) THF, -78 deg C; under dim red light

12: 85 percent / NaH / tetrahydrofuran / under dim red light

13: 92 percent / (n-Bu)4NF / tetrahydrofuran / Ambient temperature; under dim red light

With 1H-imidazole; manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; dipyridinium dichromate; tetrabutyl ammonium fluoride; dihydrogen peroxide; hydrogen cation; sodium hydride; diisobutylaluminium hydride; diisopinocampheylborane; lithium diisopropyl amide; 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

: 121521-22-0
(2E,4E,6Z,8E)-9-((S)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile

Guidance literature:: Multi-step reaction with 12 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: 78 percent / NaH / under dim red light

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

7: 70 percent / DIBAL / under dim red light

8: 92 percent / -78 °C / under dim red light

9: 98 percent / MnO₂ / CH₂Cl₂ / under dim red light

10: 1.) LDA, 2.) H⁽¹⁺⁾ / 1.) THF, -78 deg C; under dim red light

11: 85 percent / NaH / tetrahydrofuran / under dim red light

12: 92 percent / (n-Bu)4NF / tetrahydrofuran / Ambient temperature; under dim red light

With 1H-imidazole; manganese(IV) oxide; sodium hydroxide; dipyridinium dichromate; tetrabutyl ammonium fluoride; dihydrogen peroxide; hydrogen cation; sodium hydride; diisobutylaluminium hydride; diisopinocampheylborane; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)86036-0