74590-42-4

Basic information

• Product Name: o-cyanophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• Synonyms: o-cyanophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS NO: 74590-42-4
• Molecular Weight: 449.414
• Mol File: 74590-42-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: o-cyanophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: o-cyanophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(74590-42-4)
• EPA Substance Registry System: o-cyanophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(74590-42-4)

Safety Data

• Hazardous Substances Data: 74590-42-4(Hazardous Substances Data)

Upstream product

• 611-20-1 salicylonitrile 
• 83-87-4 β-D-mannopyranose pentaacetate 

Downstream Products

• 67283-52-7 o-(aminomethyl)phenyl α-D-mannopyranoside 
• 74590-43-5 2-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-yl]oxybenzonitrile 

Relevant articles and documents

INSULIN-LIKE, AND INSULIN-ANTAGONISTIC, CARBOHYDRATE DERIVATIVES. THE SYNTHESIS OF ARYL AND ARALKYL D-MANNOPYRANOSIDES AND 1-THIO-D-MANNOPYRANOSIDES

A number of novel, aryl and aralkyl D-mannopyranosides and 1-thio-D-mannopyranosides were synthesized for evaluation of insulin-like and insulin-antagonistic properties.The substituted-phenyl α-D-mannopyranosides were prepared by the general procedure of Helferich and Schmitz-Hillebrecht, the substituted-phenyl 1-thio-α-D-mannopyranosides by a method corresponding to the Michael synthesis of aromatic glycosides, and the aralkyl 1-thio-α-D-mannopyranosides by aralkylation of 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranose 15 and subsequent O-deacetylation.Compound (15) was obtained by basic cleavage of the amidino group in 2-S-(tetra)-O-acetyl-α-D-mannopyranosyl)-2-thiopseudourea hydrobromide, the product of the reaction of tetra-O-acetyl-α-D-mannosyl bromide with thiourea.Benzyl 1-thio-β-D-mannopyranoside, obtained by reaction of the sodium salt of 1-thio-β-D-mannopyranose with α-bromotoluene, and benzyl 1-thio-α-L-mannopyranoside were also synthesized, in order to asses the stereospecificity of the biological activites measured.