33428-78-3

Upstream product

• 18930-09-1 methyl-4-desoxy-α-et-β-DL-threo-pentopyranoside 
• 103302-35-8 Acetic acid (2R,3S,4R)-2,4-diacetoxy-tetrahydro-pyran-3-yl ester 
• 52080-41-8 1,3-Di-O-benzoyl-4-deoxy-α-D-pent-3-enopyranos-2-ulose 
• 69534-73-2 3,4,6-O-tri-O-acetyl-D-glucal 
• 6559-40-6 methyl 2,3-anhydro-4-desoxy-α-et-β-DL-erythro-pentopyranoside 
• 178319-33-0 (2R,3R,4S)-2-Benzyloxy-tetrahydro-pyran-3,4-diol 

Downstream Products

• 135123-09-0 (+)-<(2R,3R,4R)-4-(t-Butyldimethylsiloxy)tetrahydropyran-2-yl>acetonitrile 
• 135214-84-5 (-)-(1S,3R,6R,10R)-10-(t-Butyldimethylsiloxy)-3-phenyl-2,4,7-trioxabicyclo<4.4.0>decane 
• 135123-07-8 (-)-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)-tetrahydropyran-3-yl Benzoate 
• 131926-01-7 (-)-(2S,3R,4R)-2-Bromomethyl-4-(t-butyldimethylsilyloxy)-tetrahydropyran-3-yl Benzoate 
• 87990-08-7 dimethylamino-6-(p-methoxyphenyl-N-alanylamino-3'-didesoxy-3',4'-β-D,L-erythro-pentopyranosyl)-9-purine 
• 87990-06-5 dimethylamino-6-(N-benzyloxycarbonyl-p-methoxyphenyl-L-alanylamino-3'-didesoxy-3',4'-β-D,L-erythro-pentopyranosyl)-9-purine 

Relevant academic research and scientific papers

CHLORURE D'ALUMINIUM, CATALYSEUR D'ACETONISATION DANS LA SYNTHESE DU 4-DESOXY-1,2-O-ISOPROPYLIDENE-β-DL-threo-PENTOPYRANOSE ET DE SES DERIVES

4-Deoxy-1,2-O-isopropylidene-β-DL-threo-pentopyranose (6) has been synthesized according to a new method of acetal formation with acetone that employs aluminium chloride as the catalyst.The best yield was obtained when the acetonation was conducted on a column of silica gel as a heterogeneous phase.The 3-azido and 3-oximino derivatives of 6 were prepared as potential synthetic intermediates for the preparation of amino sugar nucleosides.

Synthesis of modified aldonic acids and studies of their substrate efficiency for dihydroxy acid dehydratase (DHAD)

Modified aldopentonic and aldohexonic acids were synthesized in order to study the electronic requirements for a successful enzymatic conversion into their corresponding 2-keto 3-deoxy analogues by dihydroxy acid dehydratase (DHAD), an enzyme from the biosynthetic pathway of branched chain amino acids. Analytical tests with the novel artificial substrates (18)-(21) and (27) provided evidence that the amount of conversion could be enhanced by replacement of the hydroxy group at C 4 of L-arabinonic acid (21) with less electron-withdrawing, ambivalent or electron-donating substituents. Modified aldohexonic acids were no substrates for DHAD, perhaps due to less perfect binding to the active site presumably for steric reasons. For 4-deoxy-L-threo-pentonic acid (18) the enzymatic conversion into 3,4-dideoxy-2-ketopentonic acid (29) by DHAD could be achieved on a preparative scale.

Preparation of Some Novel Prostanoids Based on a Tetrahydropyran Ring System

The prostanoids 31, 33 and 42 have been prepared from tri-O-acetyl-D-glucal 5.The key step in the formation of the prostaglandin analogues 31 and 33 involves the photocatalysed reaction between the thiocarbonate 4 and the allylstannane 21 leading to the s

Sugar Enolones, XI. 2-Halopentopyranosyl Halides: Preparation, Configurational Elucidation, and Conversion into Enantiomeric Dihydropyranones

Addition of chlorine or bromine to the enediol grouping of tribenzoyl-pentenitol 2 exclusively yields cis-adducts, i.e. 1,2-dihalides of α-D-lyxo (4, 6) and β-D-xylo configuration (5, 7).Configurational assignments were based on the titanium tetrahalide-i