(3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene

Base Information

Chemical Name:(3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene
CAS No.:926030-19-5
Molecular Formula:C₃₃H₅₄O₂Si₂
Molecular Weight:538.962
Hs Code.:

Synonyms:(3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene

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Technology Process of (3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene

There total 8 articles about (3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene 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: 94.0%

: 926030-18-4
(3R,4S)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-4-hydroxy-1-nonene

: 18162-48-6
tert-butyldimethylsilyl chloride

: 926030-19-5
(3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; for 48h;
DOI:10.1016/j.tet.2006.11.057

Reference yield:

: 926029-92-7
6-(4-butylphenyloxy)-1-hexanal

: 926030-19-5
(3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - -45 °C

1.2: 55 percent / (+)-Ipc₂BOMe; BF₃*Et₂O / tetrahydrofuran; hexane / 4 h / -78 °C

2.1: 94 percent / imidazole / dimethylformamide / 48 h / 50 °C

With 1H-imidazole; n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.11.057

Reference yield:

: 117947-71-4
6-(4-butyl-phenoxy)-hexan-1-ol

: 926030-19-5
(3R,4S)-4-(tert-butyldimethylsilyloxy)-9-(4-butylphenyloxy)-3-(dimethylphenylsilyl)-1-nonene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - -45 °C

2.2: 55 percent / (+)-Ipc₂BOMe; BF₃*Et₂O / tetrahydrofuran; hexane / 4 h / -78 °C

3.1: 94 percent / imidazole / dimethylformamide / 48 h / 50 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Swern oxidation;
DOI:10.1016/j.tet.2006.11.057