166828-15-5

Basic information

• Product Name: 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-gluco-oct-1-eno-3-ulopyranose
• Synonyms: 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-gluco-oct-1-eno-3-ulopyranose
• CAS NO: 166828-15-5
• Molecular Weight: 566.694
• Mol File: 166828-15-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-gluco-oct-1-eno-3-ulopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-gluco-oct-1-eno-3-ulopyranose(166828-15-5)
• EPA Substance Registry System: 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-gluco-oct-1-eno-3-ulopyranose(166828-15-5)

Safety Data

• Hazardous Substances Data: 166828-15-5(Hazardous Substances Data)

Upstream product

• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 1826-67-1 vinyl magnesium bromide 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 

Downstream Products

• 194668-79-6 ((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-vinyl-tetrahydro-pyran-2-yloxy)-acetic acid methyl ester 
• 213776-91-1 3-buten-1-yl (4,5,6,8-tetra-O-benzyl-1,2-dideoxy)-α-D-gluco-oct-1-eno-3-ulopyranoside 
• 213776-87-5 allyl (4,5,6,8-tetra-O-benzyl-1,2-dideoxy)-α-D-gluco-oct-1-eno-3-ulopyranoside 
• 352020-85-0 methyl O-(2',3',4',6'-tetra-O-benzyl-1'-C-vinyl-α-D-glucopyranosyl)-(1'->6)-2,3,4-tri-O-benzyl-α-D-glucoside 
• 112219-66-6 (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-vinyltetrahydro-2H-pyran 
• 709654-98-8 3-O-(4',5',6',8'-tetra-O-benzyl-1',2'-dideoxy-α-D-gluco-oct-1'-eno-3'-ulopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranoside 
• 1140530-91-1 11-benzyloxy-3,6,9-trioxaundecyl 2,3,4,6-tetra-O-benzyl-1-C-vinyl-α-D-glucopyranoside 

Relevant articles and documents

PHENYLAZETIDINONE DERIVATIVES

Various azetidinone derivatives are described, as are pharmaceutical compositions containing these compounds and methods of treatment of diseases using these compounds. Other embodiments are also described.

Reinvestigation of the synthesis of per-benzylated glycosylethenes: A new result

Addition of vinylmagnesium bromide on the perbenzylated glucono-1, 5-lactone gave, after reduction with Et3SiH/BF3· Et2O, a mixture of the desired β-C-vinyl glucoside 1 and the unexpected β-C-but-3-enyl glucoside 3 resulting from double addition of vinylmagnesium bromide on the lactone. Similar results have been obtained with the perbenzylated galactono-1,5-lactone. This side reaction was then been explored to prepare β-C-but-3-enyl glycosides and other β-C-glycosyl derivatives by employing different Grignard reagents. An alternative approach to the per-benzylated glycosylethenes has been studied and compared.

A novel and flexible synthesis of pyranose spiroacetal derivatives

A three-step approach to chiral pyranose [5,4], [5,5], [5,6] and [5,7] unsaturated spiroacetal derivatives from perbenzylated glucopyranolactone 1 is presented. The strategy involves Grignard addition of vinyl or allyl magnesium bromide to 1 to give 2 and