(3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol

Base Information

Chemical Name:(3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol
CAS No.:861699-24-3
Molecular Formula:C₄₂H₅₄O₅Si
Molecular Weight:666.973
Hs Code.:

Synonyms:(3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol

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Chemical Property of (3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol

Chemical Property:

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Technology Process of (3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol

There total 29 articles about (3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-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: 95.0%

: 668421-78-1
(2R,3S,6S,7R)-7-benzyloxy-9-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-3-(p-methoxybenzyloxy)-2,6-dimethyl-cis-4-nonene

: 861699-24-3
(3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.tetlet.2003.10.213

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 861699-24-3
(3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol

Guidance literature:: Multi-step reaction with 7 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 / 1.5 h / -10 °C

6.1: Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

7.1: aq. HCl / tetrahydrofuran / 48 h / 20 °C

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

Reference yield:

: methyl 3-hydroxy-4-(triisopropylsiloxy)-2-methylbutanoate

: 861699-24-3
(3R,4S,7S,8R)-3-benzyloxy-9-(t-butyldiphenylsiloxy)-7-(p-methoxybenzyloxy)-4,8-dimethyl-cis-5-nonen-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 15 percent / DIBAL / CH₂Cl₂ / 1 h / 0 °C

2.1: 47 percent / DIBAL / CH₂Cl₂ / 1.5 h / 0 °C

3.1: CSA / CH₂Cl₂ / 2 h / 20 °C

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

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

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

6.2: toluene / 1 h / 20 °C

7.1: DIBAL / CH₂Cl₂ / 1.5 h / -10 °C

8.1: Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

9.1: aq. HCl / tetrahydrofuran / 48 h / 20 °C

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