(5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol

Base Information

Chemical Name:(5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol
CAS No.:1402167-34-3
Molecular Formula:C₂₇H₃₈O₃Si
Molecular Weight:438.682
Hs Code.:

Synonyms:(5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol

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Chemical Property of (5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol

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Technology Process of (5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol

There total 5 articles about (5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-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:

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

: 1402167-34-3
(5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol

Guidance literature:: Multi-step reaction with 3 steps

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

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 3 h / 85 °C

3: tetrahydrofuran; diethyl ether / 2 h / -78 - 0 °C

With camphor-10-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1002/chem.201201600

Reference yield:

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

: 1402167-34-3
(5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 3 h / 85 °C

2: tetrahydrofuran; diethyl ether / 2 h / -78 - 0 °C

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1002/chem.201201600

Reference yield:

: C₁₁H₂₂O₃Si

: 1402167-34-3
(5Z,7E)-9-(tert-butyldiphenylsilyloxy)-(S)-4-methoxy-8-methylnona-5,7-dien-3-ol

Guidance literature:: Multi-step reaction with 7 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

6: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 3 h / 85 °C

7: tetrahydrofuran; diethyl ether / 2 h / -78 - 0 °C

With 1H-imidazole; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetonitrile; mineral oil; 1: Wittig reaction;
DOI:10.1002/chem.201201600