114779-32-7

Basic information

• Product Name: 1D-(1,3,6/2)-6-amino-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene
• Synonyms: 1D-(1,3,6/2)-6-amino-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene
• CAS NO: 114779-32-7
• Molecular Weight: 535.683
• Mol File: 114779-32-7.mol

Chemical Properties

• CAS DataBase Reference: 1D-(1,3,6/2)-6-amino-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1D-(1,3,6/2)-6-amino-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene(114779-32-7)
• EPA Substance Registry System: 1D-(1,3,6/2)-6-amino-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene(114779-32-7)

Safety Data

• Hazardous Substances Data: 114779-32-7(Hazardous Substances Data)

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 110391-10-1 (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one 
• 37248-47-8 validamycin A 
• 38665-10-0 (+)-validoxylamine A 
• 90025-03-9 (1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol 
• 115250-32-3 3,4,5,7-tetra-O-benzyl-1-deoxy-1-(dimethoxyphosphoryl)-D-xylo-2,6-heptodiulose 
• 140926-87-0 3,4,5,7-Tetra-O-benzyl-1-deoxy-1-(dimethoxyphosphoryl)-α-D-gluco-2-heptulopyranose 
• 115250-30-1 ((3S,4S,5R,6R)-3,4,5,7-Tetrakis-benzyloxy-2,6-dihydroxy-heptyl)-phosphonic acid dimethyl ester 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 128500-10-7 1D-(1,3/2,6)-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxy-6-chlorocyclohex-4-ene 
• 128500-09-4 (1D)-(1,3/2,4)-1,2,3-tri-O-benzyl-4-C-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrol 
• 85798-11-4 (4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one 
• 99695-34-8 (1R,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol 
• 75348-21-9 1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene 

Downstream Products

• 130532-26-2 ((1S,4R,5S,6S)-4,5,6-Tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-((2R,4aS,5S,6R,7S,8R,8aS)-4a,7,8-tris-benzyloxy-2-phenyl-5-p-tolylsulfanyl-hexahydro-benzo[1,3]dioxin-6-yl)-amine 
• 37248-47-8 validamycin A 
• 86733-63-3 7,2'',3'',4'',6''-penta-O-acetyl-2,3,4',5',6',7'-hexa-O-benzylvalidamycin A 
• 86733-62-2 7-O-acetyl-2,3,4',5',6',7'-hexa-O-benzylvalidoxylamine A 
• 86733-61-1 2,3,4',5',6',7'-hexa-O-benzylvalidoxylamine A 
• 110391-10-1 (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one 
• 39318-73-5 validoxylamine B 
• 118968-13-1 4,7-di-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B 
• 118968-09-5 2,3,6,4',6',7'-hepta-O-benzyl-4,7-O-benzylidenevalidoxylamine B 
• 118968-12-0 7-O-acetyl-2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B 
• 118968-11-9 2,3,6,4',5',6',7'-hepta-O-benzylvalidoxylamine B 
• 106054-18-6 validoxylamine G 
• 117295-70-2 Dithiocarbonic acid O-[(2R,4aS,5R,6S,7S,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-6-((1S,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-hexahydro-benzo[1,3]dioxin-5-yl] ester S-methyl ester 
• 117295-72-4 2,3,4',5',6',7'-hexa-O-benzyl-4,7-O-benzylidene-6-p-toluenesulphenylvalidoxylamine A 

Relevant articles and documents

Pseudoglycosyltransferase catalyzes nonglycosidic C-N coupling in validamycin a biosynthesis

Glycosyltransferases are ubiquitous in nature. They catalyze a glycosidic bond formation between sugar donors and sugar or nonsugar acceptors to produce oligo/polysaccharides, glycoproteins, glycolipids, glycosylated natural products, and other sugar-containing entities. However, a trehalose 6-phosphate synthase-like protein has been found to catalyze an unprecedented nonglycosidic C-N bond formation in the biosynthesis of the aminocyclitol antibiotic validamycin A. This dedicated 'pseudoglycosyltransferase catalyzes a condensation between GDP-valienol and validamine 7-phosphate to give validoxylamine A 7′-phosphate with net retention of the 'anomeric configuration of the donor cyclitol in the product. The enzyme operates in sequence with a phosphatase, which dephosphorylates validoxylamine A 7′-phosphate to validoxylamine A.

Cleavage of Validoxylamine A Derivatives with N-Bromosuccinimide: Preparation of Blocked Synthons Useful for the Construction of Carba-oligosaccharides Composed of Imino-Linkages

Reaction of validoxylamine A and several of its derivatives with N-bromosuccinimide proceeded through cleavage of the imino bonds to give rise to the synthetically useful blocked derivatives of valienamine and validamine, and the cyclohexanone and cyclohe

STEREOCONTROLLED SYNTHESIS OF (+)-VALIENAMINE

(+)-Valienamine, 1, constituent of antibiotics and α-glucosidase inhibitors, is synthesized through a simple and stereoselective procedure, starting from the easily available enone 3.A stereoselective access to 6-epivalienamine, 2, from the same precursor is also described.

SYNTHETIC STUDIES ON ANTIBIOTIC VALIDAMYCINS. PART 12. TOTAL SYNTHESIS OF (+)-VALIDAMYCIN B AND (+)-VALIDOXYLAMINE B

The first complete synthesis of validamycin B (1a) and validoxylamine B (2a) is reported; coupling of the epoxide (12) and the partially protected derivative (16) of (+)-valienamine, followed by deprotection, gives (1a), which was identified from the 1H n