(6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol

Base Information

Chemical Name:(6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol
CAS No.:1372785-73-3
Molecular Formula:C₄₀H₅₀O₅Si
Molecular Weight:638.919
Hs Code.:

Synonyms:(6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol

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Chemical Property of (6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol

Chemical Property:

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Technology Process of (6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol

There total 17 articles about (6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-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: 86.0%

: 1372785-72-2
(6S,7R,E)-methyl 6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-enoate

: 1372785-73-3
(6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol

Guidance literature:: (6S,7R,E)-methyl 6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-enoate; With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 1h;

With methanol; rochelle salt; In hexane; dichloromethane; water; ethyl acetate; at 20 ℃; for 1h;
DOI:10.1016/j.tetasy.2012.02.009

Reference yield:

: 1372785-70-0
(3R,4S)-4-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)oct-7-en-3-ol

: 1372785-73-3
(6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 5 h / 0 - 20 °C

2.1: ozone / dichloromethane / 0.25 h / -78 °C

2.2: -78 °C

3.1: benzene / 2 h / Reflux

4.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / 0 °C

4.2: 1 h / 20 °C

With sodium hydride; diisobutylaluminium hydride; ozone; In tetrahydrofuran; hexane; dichloromethane; benzene; 3.1: Wittig reaction;
DOI:10.1016/j.tetasy.2012.02.009

Reference yield:

: 1372785-68-6
(3S,4S)-4-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)oct-7-en-3-ol

: 1372785-73-3
(6S,7R,E)-6-(benzyloxy)-9-(tert-butyldiphenylsilyloxy)-7-(4-methoxybenzyloxy)non-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2.1: methanol; potassium carbonate / 2 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.2: 5 h / 0 - 20 °C

4.1: ozone / dichloromethane / 0.25 h / -78 °C

4.2: -78 °C

5.1: benzene / 2 h / Reflux

6.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / 0 °C

6.2: 1 h / 20 °C

With methanol; di-isopropyl azodicarboxylate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ozone; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Mitsunobu reaction / 5.1: Wittig reaction;
DOI:10.1016/j.tetasy.2012.02.009