20514-01-6

Upstream product

• 6893-65-8 1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 74850-78-5 3-<(E)-cyanomethylene>-3-deoxy-1,2-O-isopropylidene-5-O-tosyl-α-D-xylofuranose 
• 74850-77-4 3-<(Z)-cyanomethylene>-3-deoxy-1,2-O-isopropylidene-5-O-tosyl-α-D-xylofuranose 
• 1054652-94-6 Toluene-4-sulfonic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester 
• 911429-57-7 3-C-cyano-1,2-O-isopropylidene-3-O-mesyl-5-O-tosyl-α-D-ribofuranose 
• 911429-55-5 1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose 
• 911429-70-4 (1R,2R,6R,8R,12S,14S)-12-benzyloxycarbonylmethyl-10,13-diaza-4,4-dimethyl-16,16-dioxide-11-oxo-3,5,7,17-tetraoxa-16-thio-pentacyclo[9.6.0.0^2,6.0^1,14.0^10,14]heptadecane 
• 103476-62-6 (1R,3R,4S,5R,6R)-6-aminomethyl-5-diphenylphosphino-3,4-O-isopropylidene-2-oxabicyclo(3.2.0)heptane-3,4-diol 
• 74850-75-2 (1R,3R,4S,5R,6R)-6-cyano-5-diphenylphosphino-3,4-O-isopropylidene-2-oxabicyclo<3.2.0>heptane-3,4-diol 

Relevant academic research and scientific papers

Synthetic approaches to novel thiosugar scaffolds containing α,β-unsaturated carbonyl groups

The synthesis of new classes of highly functionalized thiosugar derivatives containing α,β-unsaturated carbonyl functions has been accomplished through simple and efficient strategies. 5-Thiosugar-fused butenolides and a 5-thiohex-1-enopyran-3-ulose were

A cyclic enamine derived from 1,2-O-isopropylidene-α-D-xylofuranose as a novel carbohydrate intermediate to achieve skeletal diversity

The commercially available carbohydrate 1,2-O-isopropylidene-α-D- xylofuranose was efficiently transformed into the high-added-value synthetic scaffold 8. The transformation requires the synthesis of the 5-O-tosyl derivative 7 and its subsequent intramole

Introduction of a New Class of Ligands for the Metal-Catalyzed Enantioselective Synthesis

Protected thiosugars were prepared as ligands for the metal-catalyzed enentioselective synthesis.The protecting groups in these ligands were varied to test a proposed new concept for the metal-catalyzed enentioselective synthesis.This new concept centres

Syntheses of Novel Sugar Phosphine Derivatives, and Homogeneous Hydrogenation Reaction with Their Rhodium Complexes

Optically active diphenylphosphine derivatives, (1R,3R,4S,5R,6R)-6-cyano-5-diphenylphosphino-3,4-O-isopropylidene-2-oxabicycloheptane-3,4-diol (15) and its reduction product (17), were prepared by the cyclization of 12 or 13, which was obtained from a common sugar, D-glucose.These phosphines were used as ligands in the rhodium complex-catalyzed asymmetric hydrogenation of prochiral olefins.The rhodium complex catalyst which was constructed with 2 mol of 15 and 1 mol of rhodium(cyclooctene)2Cl (20) worked efficiently for the asymmetric hydrogenation of α-acetamidocinnamic acid (18) and itaconic acid (24) with 91.6percent ee-(S) and 69.6percent ee-(R), respectively.On the other hand, the rhodium complex constructed with 1 mol of 17 and 1 mol of 20 was less effective than that of 15, giving 39.0percent ee-(R) in the reaction with 18.Methyl esters of 18 and 24 were also hydrogenated using the complex of 15.Keywords - D-glucose; (1R,3R,4S,5R,6R)-6-cyano-5-diphenylphosphino-3,4-O-isopropylidene-2-oxabicycloheptane-3,4-diol; cyclobutane ring formation; chiral phosphine ligand; rhodium complex; asymmetric hydrogenation; enantioselectivity

ASSYMETRIC HYDROGENATION WITH CHIRAL PHOSPHINE LIGAND HAVING C-PPh2 BONDING DERIVED FROM D-GLUCOSE

Rh-complex of 6S-cyano-5R-diphenylphosphino-3R,4S-O-isopropylidene-2-oxa-bicycloheptane showed the relatively high enantioselectivity (S-configuration) in the hydrogenation of α-acetamidocinnamic acid, whereas Rh-complex of the 6S-aminomethyl compo