96290-95-8

Upstream product

• 108713-91-3 2,3,4-tri-O-benzyl-D-arabinose diethyl dithioacetal 
• 100-39-0 benzyl bromide 
• 94898-46-1 2,3,4-tri-O-benzyl-L-arabinose diethyl dithioacetal 
• 108-59-8 malonic acid dimethyl ester 
• 94898-44-9 (2R,3S,4S)-1,1-bis(ethylsulfanyl)-5-(trityloxy)pentane-2,3,4-triol 
• 94898-45-0 (2R,3S,4S)-2,3,4-tris(benzyloxy)-1,1-bis(ethylsulfanyl)-5-(trityloxy)pentane 
• 94898-47-2 Toluene-4-sulfonic acid (2S,3S,4R)-2,3,4-tris-benzyloxy-5,5-bis-ethylsulfanyl-pentyl ester 
• 94898-48-3 Toluene-4-sulfonic acid (2S,3S,4R)-2,3,4-tris-benzyloxy-5-oxo-pentyl ester 
• 94898-49-4 2,3,4-tri-O-benzyl-5-deoxy-5-iodo-L-arabinose 
• 43179-48-2 L-arabinose di(ethylthio)acetal 
• 94921-22-9 (3S,4S,5S)-3,4,5-Tris-benzyloxy-2-hydroxy-cyclohexane-1,1-dicarboxylic acid dimethyl ester 
• 108713-98-0 (2S,3R,4R)-2,3,4-Tris-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentanal 
• 108713-99-1 2-[(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentylidene]-malonic acid dimethyl ester 
• 108714-00-7 2-[(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentyl]-malonic acid dimethyl ester 

Downstream Products

• 94898-39-2 (1S,2S,3S,4S,5S)-4-acetoxy-5-acetoxymethyl-1,2,3-tribenzyloxycyclohexane 
• 94898-39-2 (1S,2S,3S,4R,5R)-4-acetoxy-5-acetoxymethyl-1,2,3-tribenzyloxycyclohexane 
• 94943-07-4 (1S,2S,3S,4S,5S)-5-(acetoxymethyl)cyclohexane-1,2,3,4-tetrayl tetraacetate 
• 94898-38-1 (3S,4S,5S)-3,4,5-tribenzyloxy-1-hydroxymethyl-1-cyclohexene 
• 81307-66-6 (1S,2S,3S,4S,5S)-pseudo-β-L-altrose 
• 81307-66-6 (1S,2S,3S,4R,5R)-pseudo-α-D-glucose 
• 94943-06-3 (1S,2S,3S,4R,5R)-1,2,3,4-tetraacetoxy-5-acetoxymethylcyclohexane 
• 125258-11-9 DL-(1,2,4/3,5)-1,2,3-tri-O-benzyl-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 
• 94898-37-0 (3S,4S,5S)-3,4,5-Tris-benzyloxy-cyclohex-1-enecarboxylic acid methyl ester 
• 96290-97-0 (2R,3R,4S,5R)-2,3,4,5-Tetraacetoxy-cyclohexane-1,1-dicarboxylic acid dimethyl ester 
• 17515-18-3 (3R,4S,5R)-methyl 3,4,5-triacetoxy-1-cyclohexene-1-carboxylate (methyl (-)-shikimate triacetate) 
• 40983-58-2 methyl shikimate 

Relevant academic research and scientific papers

A Novel Transformation of Four Aldoses to Some Optically Pure Pseudohexopyranoses and a Pseudopentofuranose, Carboxylic Analogues of Hexopyranoses and Pentofuranose. Synthesis of Derivatives of (1S,2S,3R,4S,5S)-, (1S,2S,3R,4R,5S)-, (1R,2R,3R,4R,5S)-, (1S,

Knoevenagel reactions with dimethyl malonate of the suitably protected acylic aldehydes 6, 20, 34, and 46, which were prepared from D-ribose, D-xylose, D-arabinose, and D-erythrose, respectively, proceeded smoothly to provide α,β-unsaturated diesters 7, 2

SYNTHESIS OF METHYL (-)-SHIKIMATE FROM D-XYLOSE

Natural methyl (-)-shikimate has been synthesized from D-lyxose, employing a double carbon-carbon bond formation of 2,3,4-tri-O-benzyl-5-O-mesyl-D-lyxose with a dianion of dimethyl malonate as a key reaction.

SYNTHESIS OF OPTICALLY ACTIVE PSEUDO-α-D-GLUCOSE AND PSEUDO-β-L-ALTROSE

Optically active two pseudo-sugars, pseudo-α-D-glucose and pseudo-β-L-altrose have been synthesized by cyclization of 2,3,4-tri-O-benzyl-5-deoxy-5-iodo-L-arabinose with dimethyl malonate in the presence of sodium hydride as a key reaction.