(2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL

Base Information

• Chemical Name: (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL
• CAS No.: 114275-39-7
• Molecular Formula: C25H40O3
• Molecular Weight: 388.591
• Mol file: 114275-39-7.mol

Synonyms:(2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL;(2R,3R,4E)-1,3-O-benzylidene-4-*octadecene-1,2,3-;(2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECEN E-1,2,3-TR

Chemical Property of (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL

Chemical Property:

• Vapor Pressure: 8.89E-11mmHg at 25°C
• Boiling Point: 499°C at 760 mmHg
• Flash Point: 255.6°C
• PSA: 38.69000
• Density: 1.012g/cm³
• LogP: 6.71880

Purity/Quality:

97% ^*data from raw suppliers

(2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL

There total 23 articles about (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL 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: 93.0%

(2S,4R,5R)-4-[(Z)-2-(tert-Butyl-dimethyl-silanyl)-pentadec-1-enyl]-2-phenyl-[1,3]dioxan-5-ol (432038-19-2) → (2R,3R,4E)-1,3-benzylidene-4-octadecene-1,2,3-triol (114275-39-7)

Guidance literature:

(2S,4R,5R)-4-[(Z)-2-(tert-Butyl-dimethyl-silanyl)-pentadec-1-enyl]-2-phenyl-[1,3]dioxan-5-ol; With 15-crown-5; sodium hydride; In tetrahydrofuran; for 14h; Heating;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Further stages.;

DOI:10.1039/b111071n

Reference yield: 60.0%

benzaldehyde dimethyl acetal (1125-88-8) + (2R,3R,4E)-octadec-4-ene-1,2,3-triol (121998-84-3) → (2R,3R,4E)-1,3-benzylidene-4-octadecene-1,2,3-triol (114275-39-7)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1055/s-1998-4482

Reference yield: 51.0%

(n-tetradecyl)triphenylphosphonium bromide (25791-20-2) + 2,4-O-benzylidene-D-threose (99274-32-5) → (2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol (117112-62-6) + (2R,3R,4E)-1,3-benzylidene-4-octadecene-1,2,3-triol (114275-39-7)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/acs.chemrestox.5b00047

upstream raw materials:

(2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol

(n-tetradecyl)triphenylphosphonium bromide

2,4-O-benzylidene-D-threose

triphenylphosphoniotetradecylid

Downstream raw materials:

(2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol

(2S,3R,4E)-2-(hexadecanoylamido)-4-octadecene-1,3-diol

(2S,3R,4E)-2-azido-1-(triphenylmethyl)-4-octadecene-1,3-diol

(2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol