1039374-23-6

Basic information

• Product Name: phenyl 3,4-O-isopropylidene-2-O-(2-azidomethylbenzoyl)-1-thio-α-L-arabinopyranoside
• Synonyms: phenyl 3,4-O-isopropylidene-2-O-(2-azidomethylbenzoyl)-1-thio-α-L-arabinopyranoside
• CAS NO: 1039374-23-6
• Molecular Weight: 441.508
• Mol File: 1039374-23-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: phenyl 3,4-O-isopropylidene-2-O-(2-azidomethylbenzoyl)-1-thio-α-L-arabinopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 3,4-O-isopropylidene-2-O-(2-azidomethylbenzoyl)-1-thio-α-L-arabinopyranoside(1039374-23-6)
• EPA Substance Registry System: phenyl 3,4-O-isopropylidene-2-O-(2-azidomethylbenzoyl)-1-thio-α-L-arabinopyranoside(1039374-23-6)

Safety Data

• Hazardous Substances Data: 1039374-23-6(Hazardous Substances Data)

Upstream product

• 153984-54-4 phenyl 3,4-O-isopropylidene-1-thio-α-L-arabinopyranoside 
• 289712-57-8 2-(azidomethyl)benzoic acid 

Downstream Products

• 1039374-29-2 3,4-O-isopropylidene-2-O-(2-azidomethylbenzoyl)-α-L-arabinopyranosyl-(1->3)-[benzyl 1,2,4-tri-O-benzoyl-α-D-glucuronopyranoside] 

Relevant articles and documents

Synthesis of betavulgaroside III, a representative triterpene seco-glycoside

(Chemical Equation Presented) Triterpene seco-glycosides constitute a small family of the plant saponins which feature a terminal seco-saccharide appendage deriving supposedly from oxidative scission of a monosaccharide unit. Herein, we have developed synthetic approaches for the first time to the access to these molecules. Betavulgaroside III (1), a representative congener occurring in Beta vulgaris and Achyranthes fauriei, is successfully synthesized in a total of 31 steps with L-arabinose, D-glucose, and oleanolic acid as starting materials. The longest linear sequence requires 23 steps and in an overall 0.9% yield (from D-glucose). The synthesis features oxidative elaboration of the seco-saccharide unit prior to assembly of the triterpene 3,28-bisglycoside. This tactic has been proven superior, in the attempts to the synthesis of the more easily accessible 2″-epi-betavulgaroside III (2), to that employing oxidative cleavage of the terminal saccharide unit at an advanced triterpene 3,28-bisglycoside scaffold.