86733-60-0

Upstream product

• 102069-51-2 C₂₁H₂₉NO₈ 
• 108-24-7 acetic anhydride 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 38665-10-0 (+)-validoxylamine A 

Downstream Products

• 86756-42-5 2,3,4',5',6',7'-hexa-O-benzyl-4,7-O-benzylidenevalidoxylamine 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 
• 102069-40-9 2,3,4',5',6',7'-hexa-O-acetylvalidoxylamine 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 
• 37248-47-8 validamycin A 
• 102069-49-8 2'',3'',4'',6''-tetra-O-acetyl-2,3,4',5',6',7'-hexa-O-benzyl-7-deoxyvalidamycin A 
• 102069-44-3 Acetic acid (1S,2S,3R,4R,6S)-2,3-diacetoxy-6-((1S,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylamino)-4-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-cyclohexyl ester 
• 102069-43-2 Acetic acid (3aR,5R,6R,7S,7aR)-6-acetoxy-5-acetoxymethyl-2-methyl-2-[(1R,2R,3S,4S,5S)-2,3,4-triacetoxy-5-((1S,4R,5S,6S)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylamino)-cyclohexylmethoxy]-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 
• 102069-42-1 2,3,4',5',6',7'-hexa-O-acetyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)validoxylamine A 
• 102069-47-6 2,3,4',5',6',7'-hexa-O-benzyl-7-deoxy-7-iodovalidoxylamine A 
• 102069-48-7 2,3,4',5',6',7'-hexa-O-benzyl-7-deoxyvalidoxylamine A 

Relevant academic research and scientific papers

Mechanistic insight into enzymatic glycosyl transfer with retention of configuration through analysis of glycomimetic inhibitors

(Figure Presented) Structural "valid"-ation: The mechanism of enzyme-catalyzed glycosyl transfer with retention of anomeric configuration continues to baffle, a situation compounded by the lack of insightful 3-D structures of ternary enzyme complexes. Syn

Synthetic Studies on Antibiotic Validamycins. Part 11. Synthesis of Validamycin A

The antibiotic validamycin A (1a) has been synthesized for the first time (as its undeca-O-acetate) by glycosylation of the partially protected derivative (8) of the aglycone, validoxylamine A (2a), with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl chloride (11), followed by deprotection, thereby establishing the structure previously assigned.The totally O-acetylated derivative (19) of 7-deoxyvalidamycin A has been synthesized in a similar fashion.

A FORMAL TOTAL SYNTHESIS OF VALIDAMYCIN A

Validamycin A has been prepared by a glycosidation of the partly blocked validoxylamine A, followed by deprotection.Since a racemic form of validoxylamine A has been totally synthesized, the synthesis of validamycin A is achieved by the present study.