168567-90-6

Basic information

• Product Name: 2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE
• Synonyms: 2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE;2,3,4,6-Tetra-O-acetyl-1-azido-1-deoxy-a-D-galactopyranosylcyanide;2,3,4,6-Tetra-O-acetyl-1-azido-1-deoxy-α-D-galactopyranosyl cyanide
• CAS NO: 168567-90-6
• Molecular Formula: C₁₅H₁₈N₄O₉
• Molecular Weight: 383.33336
• Mol File: 168567-90-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• BRN: 7235305
• CAS DataBase Reference: 2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE(168567-90-6)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE(168567-90-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 168567-90-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE is used as a synthetic precursor for the preparation of various complex molecules and glycosides. Its versatility in organic synthesis makes it a valuable compound in the field of chemistry.
Used in Pharmaceutical Industry:
2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE is used as a key intermediate in the synthesis of pharmaceutical compounds, particularly those involving glycosidic linkages. Its ability to form complex molecules makes it a promising candidate for the development of new drugs and therapeutic agents.
Used in Research and Development:
2,3,4,6-TETRA-O-ACETYL-1-AZIDO-1-DEOXY-ALPHA-D-GALACTOPYRANOSYL CYANIDE is used as a research compound in academic and industrial laboratories. Its unique properties and reactivity make it an interesting subject for studies in organic chemistry, carbohydrate chemistry, and related fields.

Upstream product

• 83497-42-1 2,3,4,6-tetra-O-acetyl-1-bromo-1-deoxy-β-D-galactopyranosyl cyanide 

Downstream Products

• 122359-37-9 (-)-(5R,6R)-3,5-Bis(acetoxy)-6-(acetoxymethyl)-5,6-dihydro-2H-pyran-2-one 

Relevant articles and documents

Preparation and Photolysis of 1-Cyano-glycopyranosyl Azides

Treatment of 1-bromo-glycopyranosyl cyanides 1 and 4 with sodium azide in dimethyl sulfoxide gave 1-cyano-glycopyranosyl azides 2 and 5 in high yield, which on photolysis resulted in new oxazepine derivatives 3 and 6.

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.