(S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

Base Information

Chemical Name:(S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol
CAS No.:158010-33-4
Molecular Formula:C₂₇H₄₄O₄
Molecular Weight:432.644
Hs Code.:

Synonyms:(S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

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Chemical Property of (S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

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Technology Process of (S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

There total 31 articles about (S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-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: 78.0%

: 158010-25-4
1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-one

: (R)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

: 158010-33-4
(S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1021/ja0526867

Reference yield:

: 112-29-8
1-bromo dodecane

: 862603-26-7
(2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-carbaldehyde

: (R)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

: 158010-33-4
(S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

Guidance literature:: 1-bromo dodecane; With magnesium; In diethyl ether; at -78 ℃;

(2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-carbaldehyde; In diethyl ether; at -78 ℃; for 2h;
DOI:10.1021/ja0526867

Reference yield:

: 862603-76-7
1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

: 158010-33-4
(S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 78 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C

With oxalyl dichloride; L-Selectride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Swern oxidation;
DOI:10.1021/ja0526867