168567-91-7

Basic information

• Product Name: 2,3,4-TRI-O-ACETYL-1-AZIDO-1-DEOXY-BETA-D-ARABINOPYRANOSYL CYANIDE
• Synonyms: 2,3,4-TRI-O-ACETYL-1-AZIDO-1-DEOXY-BETA-D-ARABINOPYRANOSYL CYANIDE;2,3,4-Tri-O-acetyl-1-azido-1-deoxy-b-D-arabinopyranosylcyanide;2,3,4-TRI-O-ACETYL-1-AZIDO-1-DEOXY-SS-D-ARABINOPYRANOSYL CYANIDE
• CAS NO: 168567-91-7
• Molecular Formula: C12H15N4O6
• Molecular Weight: 311.2707
• Mol File: 168567-91-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3,4-TRI-O-ACETYL-1-AZIDO-1-DEOXY-BETA-D-ARABINOPYRANOSYL CYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-TRI-O-ACETYL-1-AZIDO-1-DEOXY-BETA-D-ARABINOPYRANOSYL CYANIDE(168567-91-7)
• EPA Substance Registry System: 2,3,4-TRI-O-ACETYL-1-AZIDO-1-DEOXY-BETA-D-ARABINOPYRANOSYL CYANIDE(168567-91-7)

Safety Data

• Hazardous Substances Data: 168567-91-7(Hazardous Substances Data)

Usage

General Description

2,3,4-TRI-O-ACETYL-1-AZIDO-1-DEOXY-BETA-D-ARABINOPYRANOSYL CYANIDE, also known as TATDAC, is a synthetic chemical compound with the molecular formula C14H16N6O7. It is a derivative of the sugar arabinose and contains a cyanide group. TATDAC has been studied for its potential use in chemical synthesis and as a building block for creating other compounds with biological or pharmaceutical applications. The compound is typically handled with caution due to its toxic and potentially hazardous properties, and its use and handling are regulated under various safety guidelines and protocols.

Upstream product

• 89158-09-8 2,3,4-tri-O-acetyl-1-deoxy-1-bromo-α-D-arabinopyranosyl cyanide 
• 83497-43-2 2,3,4-tri-O-acetyl-1-deoxy-1-bromo-β-D-xylopyranosyl cyanide 

Relevant articles and documents

Synthesis and some transformations of 1-azido-glycopyranosyl cyanides - Precursors of anomeric α-amino acids

Acetylated 1-azido-glycopyranosyl cyanides (of the (1R)- 2, and (1S)-D-galacto 16, (1S)-D-arabino 5, (1R)-D-gluco 7 (1R)-11, and (1S)-D-xylo 12 configurations) and C-(1-azido-1-deoxy-D-galactopyranosyl)formamide (19) were prepared from acetylated 1-halogeno-D-glycopyranosyl cyanides and formamide, resp., by sodium azide in dimethyl sulfoxide. Acetylated (1S)- 14 and (1R)- 15 1-chloro-D-galactopyranosyl cyanides were obtained from (1R)1-bromo-D-galactopyranosyl cyanide by lithium chloride in dimethyl sulfoxide. 1,3-Dipolar cycloaddition of axide ions to the cyano groups of 2 and 16 afforded acetylated 5-(1-azido-1-deoxy-α- and -β-D-galactopyranosyl)tetrazoles 3 and 17, resp., while that of dimethyl acetylene dicarboxylate to the azido moiety of 2 gave acetylated dimethyl 1-(1-azido-1-deoxy-β-D-galactopyranosyl)-1,2,3-triazole-4,5-dicarboxy late 20. Transformation of 3 by ethoxalyl chloride gave acetylated ethyl 2-(1-azido-1-deoxy-α-D-galactopyranosyl)-1,3,4-oxadiazole-5-carboxyla te 21.