(4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile

Base Information

Chemical Name:(4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile
CAS No.:201670-55-5
Molecular Formula:C₂₈H₃₇NOSi
Molecular Weight:431.693
Hs Code.:

Synonyms:(4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile

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Chemical Property of (4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile

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Technology Process of (4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile

There total 10 articles about (4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-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:

: 75-05-8,26809-02-9
acetonitrile

: 201670-61-3
((2Z,6Z)-8-Bromo-3,7-dimethyl-octa-2,6-dienyloxy)-tert-butyl-diphenyl-silane

: 201670-55-5
(4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.333333h;
DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

: 106-25-2
Nerol

: 201670-55-5
(4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / imidazole / dimethylformamide / 0.25 h / Ambient temperature

2: 1) O₃, pyridine, 2) Me₂S / 1) CH₂Cl₂, -78 deg C, 1 h, 2) CH₂Cl₂, -78 deg C -> room temperature, 2 h

3: 63 percent / KN(SiMe₃)2, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

4: 59 percent / DIBAH / toluene; tetrahydrofuran / 0.25 h / -78 °C

5: PBr₃ / diethyl ether / 1.5 h / Ambient temperature

6: 2.14 g / LiN(i-Pr)2 / tetrahydrofuran / 0.33 h / -78 °C

With pyridine; 1H-imidazole; 18-crown-6 ether; dimethylsulfide; phosphorus tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; ozone; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

: 139109-03-8
(Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene

: 201670-55-5
(4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 1) O₃, pyridine, 2) Me₂S / 1) CH₂Cl₂, -78 deg C, 1 h, 2) CH₂Cl₂, -78 deg C -> room temperature, 2 h

2: 63 percent / KN(SiMe₃)2, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

3: 59 percent / DIBAH / toluene; tetrahydrofuran / 0.25 h / -78 °C

4: PBr₃ / diethyl ether / 1.5 h / Ambient temperature

5: 2.14 g / LiN(i-Pr)2 / tetrahydrofuran / 0.33 h / -78 °C

With pyridine; 18-crown-6 ether; dimethylsulfide; phosphorus tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; ozone; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0040-4020(97)10260-5