115225-55-3

Upstream product

• 154929-06-3 (1R,2R,3S,4S)-4-(Hydroxymethyl)-1,2:3,4-di-O-isopropylidenecyclohexane-1,2,3,4-tetrol 
• 130021-77-1 (1R,2R,3S,4S,5R)-2,3:4,5-Di-O-isopropylidene-5-hydroxymethyl-cyclohexan-1,2,3,4,5-pentaol 
• 130021-75-9 (1R,2R,3S)-1-O-Acetyl-2,3-O-isopropylidene-5-methoxycarbonyl-4-cyclohexen-1,2,3-triol 
• 130035-92-6 (1R,2R,3S,4S,5R)-5-tert-Butyldimethylsiloxymethyl-2,3:4,5-di-O-isopropylidene-cyclohexan-1,2,3,4,5-pentaol 
• 130021-76-0 (1R,2R,3S,4S,5R)-1-O-Acetyl-2,3-O-isopropylidene-5-methoxycarbonyl-cyclohexan-1,2,3,4,5-pentaol 
• 135802-14-1 (1R,2R,3S,4S,5R)-1-O-Acetyl-2,3:4,5-di-O-isopropylidene-5-methoxycarbonyl-cyclohexan-1,2,3,4,5-pentaol 
• 1025063-37-9 (1S,2S,3R,4R)-1-(tert-butyldimethylsilyloxymethyl)-1,2-O-isopropylidene-cyclohexane-1,2,3,4-tetraol 
• 99773-40-7 DL-2,3,4,7-tetra-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol 
• 99773-37-2 DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol 
• 125711-75-3 (3aS,4R,7aR)-2,2-Dimethyl-hexahydro-benzo[1,3]dioxol-4-ol 
• 99773-36-1 Acetic acid (1S,2S,3R,4R,6S)-2-acetoxy-4-acetoxymethyl-4-hydroxy-7-oxa-bicyclo[4.1.0]hept-3-yl ester 
• 99773-39-4 Acetic acid (3S,4S,5R,6R)-5,6-diacetoxy-1-oxa-spiro[2.5]oct-4-yl ester 
• 74024-00-3 Acetic acid (1R,2R,6R)-2,6-diacetoxy-3-methylene-cyclohexyl ester 
• 86991-34-6 DL-3,4-di-O-acetyl-1,2-anhydro-(1,2,3,5/4)-5-bromomethyl-1,2,3,4-cyclohexanetetrol 

Relevant academic research and scientific papers

(-)-QUINIC ACID IN ORGANIC SYNTHESIS. 2. FACILE SYNTHESES OF PSEUDO-β-D-MANNOPYRANOSE AND PSEUDO-β-D-FRUCTOPYRANOSE.

Pseudo-β-D-mannopyranose (1) and pseudo-β-D-fructopyranose (2) have been obtained from quinic acid in seven and twelve steps respectively.

Facile synthesis of 6a-carba-β-d-fructopyranose through an RCM approach

A new synthetic approach toward 6a-carba-β-d-fructopyranose, a non-nutritive sweetener related to topiramate, is described. This scheme uses 2-C-hydroxymethyl-l-erythrose acetonide as starting material and efficiently delivers the target compound applying an RCM protocol for the construction of the carbocycle ring.

Synthesis of 6a-Carba-α- and 6a-Carba-β-D-fructopyranose from an enzymatically resolved cyclohexanetriol building block

6a-Carba-α-D-fructopyranose (1) and 6a-Carba-β-D-fructopyranose 2 have been synthesized from the enzymatically resolved homochiral building block l(R)-6 in six steps.

Pseudo-Sugars. XIV. Synthesis of Sweet-Tasting Pseudo-β-DL-fructopyranose

Pseudo-β-DL-fructopyranose was synthesized from DL-1,2-di-O-acetyl-(1,3/2)-3-5-cyclohexene-1,2-diol by a six steps reaction: Dehydrobromination, epoxidation, acetolysis, reduction, and deacetylation, in overall yield of 4.8percent.Pseudo-β-DL-fructopyrano

SYNTHESIS OF SWEET TASTING PSEUDO-β-FRUCTOPYRANOSE

Pseudo-β-DL-fructopyranose has been synthesized from DL-1,2-di-O-acetyl-(1,3/2)-3-bromomethyl-5-cyclohexene-1,2-diol by two reaction routes.The pseudosugar was found to be sweet and this fact provides a strong support for Shallenberger's sweetness-structu