(2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

Base Information

Chemical Name:(2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene
CAS No.:1402167-32-1
Molecular Formula:C₃₁H₄₈O₃Si₂
Molecular Weight:524.891
Hs Code.:

Synonyms:(2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

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Chemical Property of (2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

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Technology Process of (2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

There total 4 articles about (2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene 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: 87.0%

: 1402167-31-0
(S,2E,4Z)-7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhepta-2,4-dien-1-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1402167-32-1
(2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

Guidance literature:: With 1H-imidazole; In dichloromethane; at -20 ℃; for 0.25h;
DOI:10.1002/chem.201201600

Reference yield:

: 1402167-29-6
(S,2E,4Z)-methyl 7-(tert-butyldimethylsilyloxy)-6-hydroxy-2-methylhepta-2,4-dienoate

: 1402167-32-1
(2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / -20 °C

2: diisobutylaluminium hydride / tetrahydrofuran; cyclohexane / 3 h / -78 - -20 °C

3: 1H-imidazole / dichloromethane / 0.25 h / -20 °C

With 1H-imidazole; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201201600

Reference yield:

: C₁₁H₂₂O₃Si

: 1402167-32-1
(2E,4Z)-7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-(S)-6-methoxy-2-methylhepta-2,4-diene

Guidance literature:: Multi-step reaction with 4 steps

1: dichloromethane / 12 h / 54 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / -20 °C

3: diisobutylaluminium hydride / tetrahydrofuran; cyclohexane / 3 h / -78 - -20 °C

4: 1H-imidazole / dichloromethane / 0.25 h / -20 °C

With 1H-imidazole; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide; mineral oil; 1: Wittig reaction;
DOI:10.1002/chem.201201600