114275-39-7

Basic information

• Product Name: (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL
• 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
• CAS NO: 114275-39-7
• Molecular Formula: C₂₅H₄₀O₃
• Molecular Weight: 388.58
• Product Categories: Lipids;Other Lipid Related Products;Other Lipids&Mixtures of Lipids
• Mol File: 114275-39-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 499°C at 760 mmHg
• Flash Point: 255.6°C
• Appearance: /
• Density: 1.012g/cm³
• Vapor Pressure: 8.89E-11mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL(114275-39-7)
• EPA Substance Registry System: (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL(114275-39-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 114275-39-7(Hazardous Substances Data)

Usage

General Description

(2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL is a chemical compound that belongs to the class of organic compounds known as benzylidene glycerols. It is a triol, meaning it contains three hydroxyl groups, and it is derived from octadecene. The compound has a chiral center, and the stereochemistry is designated as 2R,3R. The presence of the benzylidene group indicates a benzene ring attached to the glycerol moiety, which can have significant implications for its reactivity and biological properties. (2R,3R,4E)-1,3-O-BENZYLIDENE-4-OCTADECENE-1,2,3-TRIOL may have various applications in organic synthesis, pharmaceuticals, and potentially in biological systems due to its structural features.

InChI:InChI=1/C25H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-24-23(26)21-27-25(28-24)22-18-15-14-16-19-22/h14-20,23-26H,2-13,21H2,1H3/b20-17+/t23-,24-,25+/m1/s1

Upstream product

• 117112-62-6 (2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 121998-84-3 (2R,3R,4E)-octadec-4-ene-1,2,3-triol 
• 112-71-0 1-Bromotetradecane 
• 13266-02-9 n-tridecyltriphenylphosphonium bromide 
• 3006-41-5 4,6-O-benzylidene-α,β-D-galactopyranose 
• 10257-28-0 D-Galactose 
• 99274-32-5 2,4-O-benzylidene-D-threose 
• 100-52-7 benzaldehyde 
• 432038-18-1 (2S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-4-[(Z)-2-(tert-butyl-dimethyl-silanyl)-pentadec-1-enyl]-2-phenyl-[1,3]dioxane 
• 432038-17-0 5-(tert-butyl-dimethyl-silanyl)-2-(tert-butyl-dimethyl-silanyloxy)-octadec-4-ene-1,3-diol 
• 432038-16-9 6-benzenesulfinyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-3,4-dihydro-2H-pyran 
• 331456-62-3 2,3,4-Tris-O-(tert-butyldimethylsilyl)-β-D-xylopyranosyl phenyl sulfone 
• 331456-61-2 Phenyl 2,3,4-tris-O-(tert-butyldimethylsilyl)-1-thio-β-D-xylopyranoside 

Downstream Products

• 114275-40-0 (2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol 
• 124313-98-0 (2R,3R,4E)-1,3-benzylidene-2-methanesulfonyl-4-octadecene-1,2,3-triol 
• 851915-72-5 (2R,3R,4E)-1,2-anhydro-3-O-(benzyloxymethyl)octadec-4-ene-1,2,3-triol 
• 851915-70-3 (2R,3R,4E)-1-O-(p-tolylsulfonyl)octadec-4-ene-1,2,3-triol 
• 851915-73-6 dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate 
• 851915-74-7 dibenzyl (3S,4R,5E)-(3-azido-4-O-benzyloxymethyl-4-hydroxynonadec-5-en-1-yl)phosphonate 
• 54336-64-0 (2S,3R,4E)-2-(N-stearoylamino)-4-octadecene-1,3-diol 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 103348-49-8 2-azido-sphingosine 
• 4201-58-5 (2S,3R,4E)-2-(hexadecanoylamido)-4-octadecene-1,3-diol 
• 108283-57-4 (2S,3R,4E)-2-azido-1-(triphenylmethyl)-4-octadecene-1,3-diol 
• 103348-50-1 (2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol 
• 52050-17-6 Glucosylsphingosine 
• 117112-63-7 (2S,3R,4E)-2-amino-1,3-benzylidene-4-octadecene-1,3-diol 

Relevant articles and documents

An Improved, Versatile, and Easily Scalable Synthesis of Sphingomyelins: Application to Stable Isotope Labeling

With a view to make conveniently labeled mass spectrometry standards available, a set of deuterated sphingomyelins were prepared by a new expedient, flexible, robust, scalable, and high-yielding synthetic scheme starting from 2-azido-3- O -benzoylsphingos

Synthesis of D-erythro-sphingosine and D-erythro-ceramide.

A 1,2-metallate rearrangment of a higher order cuprate derived from an alpha-lithiated xylal derivative and tridecyllithium is the key step in a synthesis of D-erythro-sphingosine and ceramide. A convenient method for preparing alpha-lithiated glycals from alpha-phenylsulfinyl glycals is also described.

An efficient stereoselective synthesis of sphingosine

A stereocontrolled synthesis of D-(+)-erythro-sphingosine (1), starting from D-xylose as chiral pool material and employing the addition-fragmentation reaction of tosyl hydrazone of 2,3:4,5-di-O-isopropylidene-D-xylose as a key step for the chain extension with concomitant trans-selective C=C bond formation, is described.