98050-06-7

Basic information

• Product Name: alpha-D-threo-Pentodialdo-1,4-furanoside, methyl 2-deoxy- (9CI)
• Synonyms: alpha-D-threo-Pentodialdo-1,4-furanoside, methyl 2-deoxy- (9CI)
• CAS NO: 98050-06-7
• Molecular Formula: C6H10O4
• Molecular Weight: 146.1412
• Product Categories: ALDEHYDE
• Mol File: 98050-06-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: alpha-D-threo-Pentodialdo-1,4-furanoside, methyl 2-deoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-D-threo-Pentodialdo-1,4-furanoside, methyl 2-deoxy- (9CI)(98050-06-7)
• EPA Substance Registry System: alpha-D-threo-Pentodialdo-1,4-furanoside, methyl 2-deoxy- (9CI)(98050-06-7)

Safety Data

• Hazardous Substances Data: 98050-06-7(Hazardous Substances Data)

Usage

Derivative of deoxyribose

A sugar molecule in DNA

Furanoside

Contains a five-membered ring structure with oxygen atoms
Used in synthesis of nucleoside analogs and bioactive molecules
Potential applications in pharmaceutical and biotechnology industries
Role in nucleic acid research and drug development
Further research needed for full understanding of properties and uses

Upstream product

• 154-17-6 D-2-deoxyglucose 
• 6001-17-8 methyl 2-deoxy-α-D-arabino-hexofuranoside 

Relevant articles and documents

Synthesis of 2-deoxy-D-arabino-(6-13C)hexose.

2-Deoxy-D-arabino-[6-13C]hexose (10), to be used to test the stability of 2-deoxy-D-arabino-hexose 6-phosphate in brain tissue, was prepared. 2-Deoxy-D-arabino-hexose was labeled at C-6 because of the large difference in chemical shift between C-6 in the free sugar and C-6 in the 6-phosphate. The synthetic scheme resembled that used for the synthesis of D-[6-13C]glucose that involved the removal of C-6 from D-glucose followed by its replacement with 13C. The protected derivative methyl 2-deoxy-alpha-D-arabino-hexofuranoside was prepared, using trifluoroacetic acid in methanol. This was treated with periodate, which cleaves only between C-5 and C-6, to afford an aldehyde which reacted directly with K13CN to give a mixture of the D-arabino and L-xylo nitriles. The enriched nitriles were reduced with hydrogen in the presence of 5% Pd-carbon catalyst to a mixture of 6-aldehydo sugars. These were reduced with NaBH4 to a mixture of the two labeled methyl furanosides. Acid hydrolysis followed by ion-exchange chromatography on AG-50(Ca2+) resin at 65 degrees gave 10 in an overall yield of 16% from K13CN.