(2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol

Base Information

Chemical Name:(2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol
CAS No.:861697-67-8
Molecular Formula:C₃₂H₅₀O₅Si
Molecular Weight:542.832
Hs Code.:

Synonyms:(2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol

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Chemical Property of (2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol

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Technology Process of (2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol

There total 23 articles about (2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-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: 79.0%

: 668421-77-0
(3R,4S,7S,8R)-3-benzyloxy-1-(t-butyldimethylsiloxy)-7,9-[(R)-p-methoxybenzylidenedioxy]-4,8-dimethyl-cis-5-nonene

: 861697-67-8
(2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetlet.2003.10.213

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 861697-67-8
(2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: CSA / CH₂Cl₂ / 2 h / 20 °C

2.1: TBAF / tetrahydrofuran / 1 h / 0 °C

3.1: NCS; K₂CO₃; N-t-butylbenzenesulfenamide / 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

4.1: NaHMDS / toluene / 0.08 h / 20 °C

4.2: toluene / 1 h / 20 °C

5.1: DIBAL / CH₂Cl₂ / 0.33 h / -5 °C

With N-chloro-succinimide; N-(phenylthio)-N-(tert-butyl)amine; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/chem.200500417

Reference yield:

: 861695-51-4
[(2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]methanol

: 861697-67-8
(2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonen-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: NCS; K₂CO₃; N-t-butylbenzenesulfenamide / 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

2.1: NaHMDS / toluene / 0.08 h / 20 °C

2.2: toluene / 1 h / 20 °C

3.1: DIBAL / CH₂Cl₂ / 0.33 h / -5 °C

With N-chloro-succinimide; N-(phenylthio)-N-(tert-butyl)amine; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; 4 A molecular sieve; In dichloromethane; toluene;
DOI:10.1002/chem.200500417