105592-29-8

Basic information

• Product Name: BENZYL 2,3-O-ISOPROPYLIDENE-L-GLYCERO-ALPHA-D-MANNOHEPTOFURANOSIDE
• Synonyms: Phenylmethyl 2,3-O-(1-methylethylidene)-L-glycero-alpha-D-manno-heptofuranoside;QYCQBMVUWJKAQL-JWBIGWHFSA-N
• CAS NO: 105592-29-8
• Molecular Formula: C₁₇H₂₄O₇
• Molecular Weight: 340.37
• Product Categories: Carbohydrates & Derivatives
• Mol File: 105592-29-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 557.6±50.0 °C(Predicted)
• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• PKA: 13.28±0.20(Predicted)
• CAS DataBase Reference: BENZYL 2,3-O-ISOPROPYLIDENE-L-GLYCERO-ALPHA-D-MANNOHEPTOFURANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL 2,3-O-ISOPROPYLIDENE-L-GLYCERO-ALPHA-D-MANNOHEPTOFURANOSIDE(105592-29-8)
• EPA Substance Registry System: BENZYL 2,3-O-ISOPROPYLIDENE-L-GLYCERO-ALPHA-D-MANNOHEPTOFURANOSIDE(105592-29-8)

Safety Data

• Hazardous Substances Data: 105592-29-8(Hazardous Substances Data)

Usage

Chemical Properties

White Colourless Oil

Upstream product

• 105592-36-7 benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside 
• 105592-31-2 benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside 
• 74912-02-0 1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose 
• 102919-04-0 benzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside 
• 108182-76-9 benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside 
• 105592-35-6 benzyl (Z)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside 
• 108182-77-0 methyl uronate 

Downstream Products

• 115435-27-3 benzyl 2,3:6,7-di-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside 
• 527-06-0 perseitol 
• 488-38-0 volemitol 
• 115435-29-5 benzyl 2,3:5,6-di-O-isopropylidene-7-O-toluene-p-sulphonyl-β-L-glycero-D-manno-heptofuranoside 
• 115435-30-8 benzyl 7-deoxy-2,3:5,6-di-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside 
• 115435-31-9 benzyl 2,3:6,7-di-O-isopropylidene-5-O-methanesulphonyl-β-L-glycero-D-manno-heptofuranoside 
• 6946-17-4 L-glycero-D-manno-heptose 
• 127642-33-5 methyl L-glycero-α-D-manno-heptopyranoside 
• 686299-10-5 methyl L-glycero-α-D-manno-heptopyranoside 

Relevant articles and documents

ON THE STEREOCHEMISTRY OF OSMIUM TETRAOXIDE OXIDATIONS OF ALLYLIC SYSTEMS USED IN THE SYNTHESIS OF HIGHER-CARBON SUGARS

The stereochemistry of the major osmylation products of carbohydrate-based allylic alcohols can usually be predicted by application of Kishi's empirical rule.In particular, the addition of OsO4 can be formulated as taking place in the more abundant conformation on the surface anti to a pyranose or furanose ring-oxygen atom located at a stereocentre adjacent to the olefinic linkage.Exceptions to Kishi's empirical rule for osmylation are sometimes encountered with conjugated carbonyl compounds.

Convenient syntheses of L-glycero-D-manno-heptose and D-glycero-D-manno-heptose

-