1387537-58-7

Basic information

• Product Name: N'-(β-D-mannopyranosyl)-p-toluenesulfonohydrazide
• Synonyms: N'-(β-D-mannopyranosyl)-p-toluenesulfonohydrazide
• CAS NO: 1387537-58-7
• Molecular Weight: 348.377
• Mol File: 1387537-58-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N'-(β-D-mannopyranosyl)-p-toluenesulfonohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-(β-D-mannopyranosyl)-p-toluenesulfonohydrazide(1387537-58-7)
• EPA Substance Registry System: N'-(β-D-mannopyranosyl)-p-toluenesulfonohydrazide(1387537-58-7)

Safety Data

• Hazardous Substances Data: 1387537-58-7(Hazardous Substances Data)

Upstream product

• 3458-28-4 D-Mannose 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 530-26-7 D-Mannose 

Downstream Products

• 14795-21-2 barium α-D-mannopyranosyl-1-phosphate 
• 41444-55-7 n-decyl β-D-mannopyranoside 
• 41444-55-7 n-decyl α-D-mannopyranoside 

Relevant articles and documents

Protecting-group-free O-glysosidation using p-toluenesulfonohydrazide and glycosyl chloride donors

A range of N′-glycosylsulfonohydrazides (GSHs) display good reactivity but poor stereoselectivity in protecting-group-free O-glycosidations when a moderate excess of the model acceptor n-decanol is employed. This stable, readily-accessed class of donor may be more tractable for the glycosylation of non-volatile acceptors than Fischer's glycosidation conditions. It is possible to generate unprotected glycosyl chlorides from GSHs in situ. In an effort to find conditions to improve glycosidation stereoselectivity, methanolysis of unprotected glucosyl chloride under halide-ion exchange conditions was examined. Relative to its tetra-O-benzyl analogue, this donor displays moderate, inverted stereoselectivity and a significantly faster reaction rate.