137063-37-7

Basic information

• Product Name: ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol
• Synonyms: ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol
• CAS NO: 137063-37-7
• Molecular Weight: 966.227
• Mol File: 137063-37-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol(137063-37-7)
• EPA Substance Registry System: ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol(137063-37-7)

Safety Data

• Hazardous Substances Data: 137063-37-7(Hazardous Substances Data)

Upstream product

• 37248-47-8 validamycin A 
• 86756-42-5 (4aR,6S,7S,8S,8aR)-7,8-bis(benzyloxy)-2-phenyl-N-((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)hexahydro-4H-benzo[d][1,3]dioxin-6-amine 
• 38665-10-0 (+)-validoxylamine A 
• 1316288-57-9 C₂₁H₂₉NO₈ 
• 137063-35-5 2,3,4',5',6',7'-hexa-O-benzyl-7-O-triphenylmethylvalidoxylamine A 
• 86733-61-1 2,3,4',5',6',7'-hexa-O-benzylvalidoxylamine A 
• 100-39-0 benzyl bromide 
• 137063-36-6 2,3,4,4',5',6',7'-hepta-O-benzyl-7-O-triphenylmethylvalidoxylamine A 

Downstream Products

• 1221568-88-2 C₆₃H₆₈N₂O₁₀S 
• 137063-38-8 6''-O-acetyl-2,3,4,4',5',6',7',2'',3'',4''-deca-O-benzylvalidamycin D 

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.

Synthetic Studies on Antiobiotic Validamycins. Part 14. Total Syntheses of (+)-Validamycins C, D and F

(+)-Validamycins C and F were first completely synthesised by use of a common blocked derivative 5 of (+)-validoxylamine A.The diols 6 and 7, obtained by acid hydrolysis of 5, were appropriately protected to give the aglycones 17, 25 and 30, which were co