75858-28-5

Upstream product

• 75858-37-6 2,3-di-O-benzyl-4,5-O-isopropylidene-L-arabinose diethyldithioacetal 
• 5328-37-0 L-arabinose 
• 43179-48-2 L-arabinose di(ethylthio)acetal 
• 74405-35-9 4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal 

Downstream Products

• 135346-65-5 3,4-di-O-benzyl-1-chloro-1,2-dideoxy-5,6-O-isopropylidene-L-arabino-hex-1-enitol 
• 75858-31-0 (1R,6R,8S,9R)-8,9-Bis-benzyloxy-3,10-dioxa-bicyclo[4.3.1]decan-4-one 
• 75858-30-9 (E)-(5S,6S,7S)-5,6-Bis-benzyloxy-7,8-dihydroxy-oct-2-enoic acid methyl ester 
• 75858-32-1 [2,3-di-O-benzyl-4,6-dideoxy-6-(methoxycarbonyl)-D-gluco-β-C-pyranosyl]methanol 
• 75858-29-6 (E)-(5S,6R)-5,6-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-2-enoic acid methyl ester 
• 116444-51-0 (2R,3S,4S,5S,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 116444-50-9 (E)-(4S,5S,6S)-4,5-Bis-benzyloxy-6,7-dihydroxy-2-methoxy-hept-2-enoic acid methyl ester 
• 135346-76-8 (1S,2R)-2-Benzyloxy-4-eth-(Z)-ylidene-cyclopentanol 
• 135346-75-7 (1S,2R)-2-Benzyloxy-4-ethyl-cyclopent-3-enol 
• 135346-78-0 (1S,2R)-2-Benzyloxy-4-trimethylsilanylmethyl-cyclopent-3-enol 
• 135346-79-1 (1S,2R)-2-Benzyloxy-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-cyclopentanol 
• 135346-61-1 (S)-2-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-oxirane 
• 135346-55-3 3,4-di-O-benzyl-1,2-dideoxy-L-arabino-hex-1-ynitol 
• 135346-74-6 (1S,2S,3S)-2,3-Bis-benzyloxy-4-eth-(Z)-ylidene-cyclopentanol 

Relevant academic research and scientific papers

Cyano/diallylamine additions to glycoside and nucleoside aldehydes and its application to the synthesis of polyoxin L and uracil polyoxin C

Three efficient, high yielding syntheses of precursors (1) of carbamoylpolyoxamic acid from L-arabinose, based on the simultaneous addition of the acid and amine functionalities, are described. Utilizing the same methodology and uridine as the starting ma

5-EXO-DIG RADICAL CYCLISATION OF 1,2,6-TRIDEOXY-6-IODO-L-ARABINO-HEX-1-YNITOLS DERIVATIVES

Free radical cyclisation of the title iodides led to five-membered carbocycles in good yield.With 3,4-di-O-benzyl-1,2,6-trideoxy-6-iodo-L-arabino-hex-1-ynitol (9a), a three step process (5-exo-dig-cyclisation, hydrogen atom transfer, fragmentation)

Synthesis of ring A of ambruticin and proof of its absolute stereochemistry

Appropriately derivatized ambruticin was converted by reductive ozonolysis to tetrahydropyran 9c and cyclopropane 12a, which were synthesized from L-arabinose and (R)-Feist's acid in an unambiguous manner.