5432-33-7

Basic information

• Product Name: 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE
• Synonyms: 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLOFURANOSE;5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE;5-O-carbomethoxy-1,2-O-isopropylidene-*D-xylofura;5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D- XYLOFURANO;5-O-Carbomethoxy-1,2-O-isopropylidene-a-D-xylofuranose;(6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl methyl carbonate;carbonic acid (6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl methyl ester;5-O-Carbomethoxy-1,2-O-isopropylidene-α-D-xylofuranose ,98%
• CAS NO: 5432-33-7
• Molecular Formula: C₁₀H₁₆O₇
• Molecular Weight: 248.23
• Product Categories: Carbohydrates;Carbohydrates A to;Carbohydrates A-CBiochemicals and Reagents;Monosaccharide
• Mol File: 5432-33-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 353.7 °C at 760 mmHg
• Flash Point: 134.9 °C
• Appearance: /
• Density: 1.27 g/cm³
• Vapor Pressure: 2.03E-06mmHg at 25°C
• Refractive Index: 1.467
• Storage Temp.: −20°C
• PKA: 13.06±0.60(Predicted)
• CAS DataBase Reference: 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE(5432-33-7)
• EPA Substance Registry System: 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE(5432-33-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5432-33-7(Hazardous Substances Data)

Usage

General Description

5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE is a chemical compound that is derived from D-xylofuranose. It is an isopropylidene-protected sugar with a carboxymethoxy group at the 5th position. 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE is used in organic synthesis as a building block for the production of various pharmaceuticals, natural products, and other organic compounds. Its unique structure and reactivity make it a valuable intermediate in the synthesis of complex molecules. Additionally, 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE has potential applications in the development of new materials and biologically active compounds.

InChI:InChI=1/C10H16O7/c1-10(2)16-7-6(11)5(15-8(7)17-10)4-14-9(12)13-3/h5-8,11H,4H2,1-3H3

Upstream product

• 1388091-75-5 5-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-3-O-methoxycarbonyl-α-D-xylofuranoside 
• 85951-12-8 1,2-O-isopropylidene-5-O-(tert-butyl)dimethylsilyl-α-D-xylofuranoside 

Downstream Products

• 74580-94-2 1,2-O-isopropylidene-5-O-(methoxycarbonyl)-3-O-tosyl-α-D-xylofuranose 
• 41107-52-2 3-deoxy-1,2-O-isopropylidene-5-O-p-tolylsulfonyl-β-L-threo-pentofuranose 
• 134760-60-4 Methanesulfonic acid (2R,3S,4R,5R)-5-(2-amino-6-methoxy-purin-9-yl)-2-methoxycarbonyloxymethyl-4-phenoxythiocarbonyloxy-tetrahydro-furan-3-yl ester 
• 134760-62-6 3-Trifluoromethyl-benzoic acid (2R,3R,4S,5R)-2-(2-amino-6-methoxy-purin-9-yl)-4-methanesulfonyloxy-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester 
• 134760-59-1 Acetic acid (2R,3R,4S,5R)-2-(2-acetylamino-6-diphenylcarbamoyloxy-purin-9-yl)-4-methanesulfonyloxy-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester 
• 16713-88-5 1,2-O-isopropylidene-3-O-tosyl-α-D-xylopentofuranose 
• 109454-69-5 methyl-[O⁵-methoxycarbonyl-O³-(toluene-4-sulfonyl)-ξ-D-xylofuranoside 
• 1327260-03-6 2-deoxy-3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosyl-(1->3)-5-O-carbomethoxy-1,2-O-isopropylidene-D-xylofuranose 
• 415704-29-9 1,2-O-isopropylidene-5-O-methoxycarbonyl-3-O-phenoxythiocarbonyl-α-D-xylofuranose 

Relevant articles and documents

Alkyloxycarbonyl group migration in furanosides

A migration of methyloxycarbonyl group from secondary to primary hydroxyl was observed in furanosides (ribosides and xylosides) under usual desilylation conditions using tetrabutylammonium fluoride. The migration was studied further on several alkyloxycarbonyl furanosides under either basic or acidic conditions. As follows from 13C labelling experiments and product distribution, the migration in xylosides, proceeds intramolecularly via six-membered cyclic carbonate, whereas in ribosides, the migration is intermolecular. Acidic conditions prevented the migration in ribosides whereas the migration in xylosides was circumvented under neutral conditions.