242143-00-6

Basic information

• Product Name: methyl 2,3,4-tri-O-benzyl-D-xylopyranoside
• Synonyms: methyl 2,3,4-tri-O-benzyl-D-xylopyranoside
• CAS NO: 242143-00-6
• Molecular Weight: 434.532
• Mol File: 242143-00-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: methyl 2,3,4-tri-O-benzyl-D-xylopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,4-tri-O-benzyl-D-xylopyranoside(242143-00-6)
• EPA Substance Registry System: methyl 2,3,4-tri-O-benzyl-D-xylopyranoside(242143-00-6)

Safety Data

• Hazardous Substances Data: 242143-00-6(Hazardous Substances Data)

Upstream product

• 91-09-8 methyl xyloside 
• 100-44-7 benzyl chloride 
• 67-56-1 methanol 
• 18039-26-4 2,3,4-tri-O-benzyl-D-xylopyranose 
• 612-05-5 methyl-β-D-xylopyranoside 
• 87-72-9 D-Xylose 
• 100-39-0 benzyl bromide 
• 20787-15-9 methyl 2,3,4-tri-O-benzyl-β-D-xylopyranoside 

Downstream Products

• 1189361-42-9 O-trichloroacetimidoyl {[2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->4)]-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1->2)}-4-azido-4-deoxy-3,6-di-O-benzyl-α-D-galactopyranoside 
• 1392506-69-2 O-triisopropylsilyl {[2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->4)]-2,3-di-O-isopropylidene-L-rhamnopyranosyl-(1->2)}-4-azido-4-deoxy-3,6-di-O-benzyl-β-D-galactopyranoside 
• 1392506-96-5 [2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->4)]-2,3-di-O-isopropylidene-L-rhamnopyranose 
• 1072450-37-3 trichloroacetimidoyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside 
• 1072450-36-2 triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside 
• 83441-63-8 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-α-D-xylopyranose 
• 20787-16-0 2,3,4-tri-O-benzyl-α-D-xylopyranose 
• 77943-32-9 2,3,4-tri-O-benzyl-β-D-xylopyranose 
• 33639-75-7 2,3,4-tri-O-benzyl-6-deoxy-D-idopyranose 
• 77453-63-5 2,3,4-tri-O-benzyl-6-deoxy-D-iditol 
• 2079-46-1 (2R,3S,4S)-5,6-Bis-(phenyl-hydrazono)-hexane-2,3,4-triol 
• 77453-62-4 C₃₃H₃₆N₂O₆S 
• 77453-65-7 2,3,4-tri-O-benzyl-6-deoxy-D-idono-1,5-lactone 
• 77453-64-6 2,3,4-tri-O-benzyl-6,7-dideoxy-D-ido-heptitol 

Relevant articles and documents

Metal-free oxidative esterification of benzylated monosaccharides

Methyl glyconates have been attracting considerable attention as intermediates for the preparation of aryl C-glycosides, polyphenolic products, aliphatic polyesters, SGLT2 inhibitors, antibiotics etc … In view of the interest in those compounds, we report herein our work on the synthesis of methyl glyconates using an oxidative esterification carried out by molecular iodine. This reaction is catalyzed by non-toxic K4Fe(CN)6 that releases a small amount of cyanide ion into the reaction mixture. Four benzylated carbohydrates which contain a hemiacetalic functional group have been tested successfully.

Ring-opened 4-hydroxy-δ-valerolactone subunit as a key structural fragment of polyesters that degrade without acid formation

Random copolymers of ?-caprolactone with O-benzyl-protected 4-hydroxy- or 2,4-dihydroxy-δ-valerolactone after hydrogenation form γ-hydroxy functionalized polyesters that degrade via the cyclization to γ-butyrolactone fragments without carboxylic acid formation.

Synthesis and biological evaluation of aromatic analogues of conduritol F, L-chiro-inositol, and dihydroconduritol F structurally related to the amaryllidaceae anticancer constituents

Pancratistatin is a potent anticancer natural product, whose clinical evaluation is hampered by the limited natural abundance and the stereochemically complex structure undermining practical chemical preparation. Fifteen aromatic analogues of conduritol F, L-chiro-inositol, and dihydroconduritol F that possess four of the six pancratistatin stereocenters have been synthesized and evaluated for anticancer activity. These compounds serve as truncated pancratistatin analogues lacking the lactam ring B, but retaining the crucial C10a-C10b bond with the correct stereochemistry. The lack of activity of these compounds provides further insight into pancratistatin's minimum structural requirements for cytotoxicity, particularly the criticality of the intact phenanthridone skeleton. Significantly, these series provide rare examples of simple aromatic conduritol and inositol analogues and, therefore, this study expands the chemistry and biology of these important classes of compounds.