(2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

Base Information

Chemical Name:(2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene
CAS No.:1192553-23-3
Molecular Formula:C₂₃H₃₄O₃
Molecular Weight:358.521
Hs Code.:

Synonyms:(2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

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Chemical Property of (2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

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Technology Process of (2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

There total 2 articles about (2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene 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: 73.0%

: C₁₉H₂₆O₄

: 1779-51-7
n-butyl(triphenyl)phosphonium bromide

: 1192553-17-5
(2S,3S,4S)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

: 1192553-23-3
(2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

Guidance literature:: n-butyl(triphenyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; at -80 ℃; for 0.25h; Inert atmosphere;

C₁₉H₂₆O₄; In tetrahydrofuran; at -80 - 20 ℃; for 8h; Inert atmosphere;
DOI:10.1002/ejoc.201101420

Reference yield:

: 1192553-18-6
methyl 3-[3-benzyloxy-(1S,2S)-1,2-(isopropylidenedioxy)propyl]hex-4-enoate

: 1192553-17-5
(2S,3S,4S)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

: 1192553-23-3
(2S,3S,4R)-1-benzyloxy-2,3-(isopropylidenedioxy)-4-[(E)-1-propenyl]-(Z)-dec-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / 3 h / -80 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.25 h / -80 °C / Inert atmosphere

2.2: 8 h / -80 - 20 °C / Inert atmosphere

With n-butyllithium; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; 2.2: Wittig reaction;
DOI:10.1002/ejoc.201101420