(3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

Base Information

Chemical Name:(3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol
CAS No.:1466415-06-4
Molecular Formula:C₂₅H₅₄O₄Si₂
Molecular Weight:474.872
Hs Code.:

Synonyms:(3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

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Chemical Property of (3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

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Technology Process of (3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

There total 4 articles about (3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-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: 93.0%

: 1466415-05-3
(5R,7S)-5-allyl-7-((R)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-2,2,3,3,6,6,9,9, 10,10-decamethyl-4,8-dioxa-3,9-disilaundecane

: 1466415-06-4
(3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

: 123-11-5
4-methoxy-benzaldehyde

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 ℃; for 3h;
DOI:10.1002/chem.201301796

Reference yield:

: 1466415-01-9
(3R,7R)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

: 1466415-06-4
(3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

: 123-11-5
4-methoxy-benzaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / tetrahydrofuran / 3.75 h / -78 °C

2: 2,6-dimethylpyridine / dichloromethane / 4.58 h / -78 - 20 °C

3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h / 0 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/chem.201301796

Reference yield:

: 1211323-46-4
(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal

: 1466415-06-4
(3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

: 123-11-5
4-methoxy-benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: (4S,5S)-chloro(cyclopentadienyl)(2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato-O,O^α)titanium / diethyl ether / 1.25 h / 0 °C

1.2: 2.5 h / -78 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran / 3.75 h / -78 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 4.58 h / -78 - 20 °C

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h / 0 °C

With 2,6-dimethylpyridine; (4S,5S)-chloro(cyclopentadienyl)(2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato-O,O^α)titanium; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1002/chem.201301796