227930-72-5

Basic information

• Product Name: (1D)-(1,3,4/2)-1,2,3-tri-O-benzyl-4-C-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrol
• Synonyms: (1D)-(1,3,4/2)-1,2,3-tri-O-benzyl-4-C-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrol
• CAS NO: 227930-72-5
• Molecular Weight: 536.668
• Mol File: 227930-72-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1D)-(1,3,4/2)-1,2,3-tri-O-benzyl-4-C-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrol(CAS DataBase Reference)
• NIST Chemistry Reference: (1D)-(1,3,4/2)-1,2,3-tri-O-benzyl-4-C-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrol(227930-72-5)
• EPA Substance Registry System: (1D)-(1,3,4/2)-1,2,3-tri-O-benzyl-4-C-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrol(227930-72-5)

Safety Data

• Hazardous Substances Data: 227930-72-5(Hazardous Substances Data)

Upstream product

• 110205-68-0 1,3,4,5-tetra-O-benzyl-6,7-dideoxy-L-xylo-hept-6-en-2-ulose 
• 227930-71-4 3,4,5-tri-O-benzyl-6-C-[(benzyloxy)methyl]-1,2,7,8-tetradeoxy-D-gluco-octa-1,7-dienitol 

Downstream Products

• 106988-93-6 1L-(1,2,4/3)-1,2,3,4-tetra-O-benzyl-1-C-(benzyloxymethyl)-5-cyclohexen-1,2,3,4-tetrol 
• 74645-52-6 (1L)-(1,3,4/2)-4-acetamido-1,2,3-tri-O-acetyl-4-[(acetoxy)methyl]cyclohex-5-ene-1,2,3-triol 
• 227930-76-9 (1L)-(1,3,4/2)-1,2,3-tri-O-benzyl-4-[(benzyloxycarbonyl)amino]-6-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3-triol 
• 118968-04-0 (1L)-(,3,4/2)-4-acetamido-1,2,3-tri-O-benzyl-4-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3-triol 
• 38231-86-6 valienamine 

Relevant articles and documents

Carbasaccharides via ring-closing alkene metathesis. A synthesis of (+)- valienamine from D-glucose

(+)-Valienamine (16) was prepared in seven steps and in an overall yield of 17% from commercially available 2,3,4,6-tetra-O-benzyl-D-glucopyranose. Stereoselective addition of vinylmagnesium bromide to the 1,3,4,5-tetra-O- benzyl-6,7-dideoxy-L-xylo-hept-6-en-2-ulose (2) gave diene 3 (86%). Ring- closing alkene metathesis of 3 in the presence of 0.15 equiv, of Grubb's catalyst 1 gave the cyclohexene 4 (58%), that was converted into (+)- valienamine (16) in three steps and in 47% yield. Similarly, ring-closing alkene metathesis of the D-mannose-derived diene 20 gave the cyclohexene 21 (89%).