(3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

Base Information

Chemical Name:(3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol
CAS No.:1402167-33-2
Molecular Formula:C₂₅H₃₄O₃Si
Molecular Weight:410.629
Hs Code.:

Synonyms:(3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

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Chemical Property of (3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

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Technology Process of (3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

There total 4 articles about (3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol 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%

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

: 1402167-33-2
(3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

: 1402167-97-8
(3E,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

Guidance literature:: With camphor-10-sulfonic acid; In methanol; dichloromethane; at 0 ℃; for 2h;
DOI:10.1002/chem.201201600

Reference yield:

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

: 1402167-33-2
(3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

Guidance literature:: Multi-step reaction with 4 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

4: camphor-10-sulfonic acid / methanol; dichloromethane / 2 h / 0 °C

With 1H-imidazole; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201201600

Reference yield:

: C₁₁H₂₂O₃Si

: 1402167-33-2
(3Z,5E)-7-(tert-butyldiphenylsilyloxy)-(S)-2-methoxy-6-methylhepta-3,5-dien-1-ol

Guidance literature:: Multi-step reaction with 5 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

5: camphor-10-sulfonic acid / methanol; dichloromethane / 2 h / 0 °C

With 1H-imidazole; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; mineral oil; 1: Wittig reaction;
DOI:10.1002/chem.201201600