345342-63-4

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 345342-54-3 Benzoic acid (2S,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-5-methyl-tetrahydro-pyran-3-yl ester 
• 345342-56-5 (2R,3R,4R,5R,6S)-4,5-Bis-allyloxy-6-benzyloxy-2-benzyloxymethyl-3-methyl-tetrahydro-pyran-3-ol 
• 345342-61-2 (2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-ol 
• 345342-71-4 (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 345342-55-4 (2R,4R,5R,6S)-4,5-Bis-allyloxy-6-benzyloxy-2-benzyloxymethyl-dihydro-pyran-3-one 
• 98-88-4 benzoyl chloride 
• 79549-73-8 benzyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside 

Downstream Products

• 345342-64-5 ((1R,2R,4S,5R,6S)-4-Benzyloxy-2-benzyloxymethyl-1-methyl-3,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-tert-butyl-dimethyl-silane 
• 359766-15-7 Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-6-((1E,3E,7E,9E)-(5R,11S)-5,7,11-trimethyl-trideca-1,3,7,9-tetraenyl)-tetrahydro-pyran-3-yl ester 
• 359766-16-8 Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-4-methanesulfonyloxy-5-methyl-6-[(E)-3-(1-phenyl-1H-tetrazole-5-sulfonyl)-propenyl]-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 359766-38-4 Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-4-methanesulfonyloxy-5-methyl-6-[(E)-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propenyl]-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 359766-32-8 Benzoic acid (1R,2R,4S,5R,6S)-1-methyl-4-triisopropylsilanyloxy-2-((1E,3E,7E,9E)-(5R,11S)-5,7,11-trimethyl-trideca-1,3,7,9-tetraenyl)-3,7-dioxa-bicyclo[4.1.0]hept-5-yl ester 
• 359766-27-1 Benzoic acid (2S,3R,4R,5R,6R)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 359766-29-3 Benzoic acid (2S,3R,4R,5R,6R)-6-((E)-2-allyloxycarbonyl-vinyl)-5-hydroxy-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 359766-30-6 Benzoic acid (2S,3R,4R,5R,6R)-6-((E)-2-carboxy-vinyl)-5-hydroxy-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 359766-31-7 Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-6-((E)-3-hydroxy-propenyl)-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 359766-28-2 Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-6-hydroxymethyl-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 359766-34-0 Carbonic acid allyl ester (1R,2R,5R,6S)-1-methyl-4-oxo-2-((1E,3E,7E,9E)-(5R,11S)-5,7,11-trimethyl-trideca-1,3,7,9-tetraenyl)-3,7-dioxa-bicyclo[4.1.0]hept-5-yl ester 
• 359766-37-3 Benzoic acid (2S,3R,4R,5R,6S)-6-formyl-5-hydroxy-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 224427-79-6 nafuredin 
• 345342-57-6 (1R,2R,4S,5R,6S)-4-Benzyloxy-2-benzyloxymethyl-1-methyl-3,7-dioxa-bicyclo[4.1.0]heptan-5-ol 

Relevant academic research and scientific papers

Total synthesis of nafuredin, a selective NADH-fumarate reductase inhibitor.

[structure: see text] Total synthesis of nafuredin, a selective NADH-fumarate reductase inhibitor, has been accomplished by a convergent approach. The C1-C8 and C9-C18 segments were derived efficiently from D-glucose and (S)-(-)-2-methyl-1-butanol, respectively, coupled by stereoselective Julia olefination, and converted to nafuredin.

Absolute configuration of nafuredin, a new specific NADH-fumarate reductase inhibitor

Nafuredin, a new specific NADH-fumarate reductase inhibitor, was isolated from the culture broth of a fungal strain Aspergillus niger FT-0554. The stereoselective synthesis of three degradation products obtained by ozonolysis of nafuredin allowed elucidation of the absolute configuration of nafuredin.