(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol

Base Information

Chemical Name:(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol
CAS No.:725253-43-0
Molecular Formula:C₃₅H₅₆O₅Si
Molecular Weight:584.912
Hs Code.:

Synonyms:(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol

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Chemical Property of (2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol

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Technology Process of (2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol

There total 2 articles about (2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-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: 100.0%

: [4-((Z)-(7S,8R)-7-Benzyloxy-8-benzyloxymethyl-5,6,7,8-tetrahydro-4H-oxocin-2-yl)-butoxy]-triisopropyl-silane

: 725253-43-0
(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol

Guidance literature:: [4-((Z)-(7S,8R)-7-Benzyloxy-8-benzyloxymethyl-5,6,7,8-tetrahydro-4H-oxocin-2-yl)-butoxy]-triisopropyl-silane; With thexylborane; In tetrahydrofuran; at 0 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.04.083

Reference yield:

: Phosphoric acid (E)-(7S,8R)-7-benzyloxy-8-benzyloxymethyl-5,6,7,8-tetrahydro-4H-oxocin-2-yl ester diphenyl ester

: 725253-43-0
(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran / 20 °C

1.2: 78 percent / aq. Cs₂CO₃ / PdCl₂(dppf)*CH₂Cl₂ / tetrahydrofuran; dimethylformamide / 50 °C

2.1: thexylborane / tetrahydrofuran / 0 °C

2.2: 100 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; thexylborane; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2004.04.083