932021-09-5

Basic information

• Product Name: 2,3,4,6-tetra-O-benzyl-1-deoxy-1-methylene-5a-carba-D-mannopyranose
• CAS NO: 932021-09-5
• Molecular Weight: 534.695
• Mol File: 932021-09-5.mol

Chemical Properties

• CAS DataBase Reference: 2,3,4,6-tetra-O-benzyl-1-deoxy-1-methylene-5a-carba-D-mannopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-tetra-O-benzyl-1-deoxy-1-methylene-5a-carba-D-mannopyranose(932021-09-5)
• EPA Substance Registry System: 2,3,4,6-tetra-O-benzyl-1-deoxy-1-methylene-5a-carba-D-mannopyranose(932021-09-5)

Safety Data

• Hazardous Substances Data: 932021-09-5(Hazardous Substances Data)

Upstream product

• 932021-01-7 C₃₆H₃₆O₄ 
• 1361469-63-7 3,4,5,7-tetra-O-benzyl-1,2-dideoxy-D-manno-hept-1-ynitol 
• 1361469-64-8 C₃₅H₃₄O₅ 

Relevant articles and documents

Synthetic strategies directed towards 5a-carbahexopyranoses and derivatives based on 6-endo-trig radical cyclizations

Several synthetic strategies directed towards 5a-carbahexopyranoses and based on 6-endo-trig radical cyclization of unsaturated carbohydrate derivatives have been devised. Three elements for regiocontrol to optimize the 6-endo/5-exo ratio have been incorporated, and their efficiencies in directing 6-endo cyclizations have been evaluated. These elements - namely: i) the incorporation of a substituent at C-5 (radical numbering), ii) the use of a vinyl (rather than alkyl) radical, and iii) the inclusion of ring strain in the system - have proved useful when used in combination. The simultaneous presence of two of them also results in 6-endo selectivity. On another topic, the ozonation of the ensuing alkenylstananes to afford diols seems to be based on a tin-oxygen rearrangement, similar to that reported for related vinylsilanes, rather than on remarkable stabilities of tin-containing primary ozonides as we had previously suggested.