108788-49-4

Upstream product

• 34370-89-3 (3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 535-15-9 ethyl 1,1-dichloroacetate 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 108182-63-4 (E)-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-eno-1,4-furanose 
• 729596-15-0 ethyl 3-O-benzyl-1,2-O-isopropylidene-β-L-glycero-D-gluco-heptofuranuronate 
• 729596-16-1 ethyl 3-O-benzyl-1,2-O-isopropylidene-α-D-glycero-L-ido-heptofuranuronate 
• 729596-18-3 ethyl 6-azido-6-deoxy-3-O-benzyl-1,2-O-isopropylidene-α-D-glycero-D-gluco-heptofuranuronate 

Relevant academic research and scientific papers

Chromium-mediated stereoselective synthesis of carbohydrate-derived (E)-α,β-unsaturated esters or amides

A chromium-mediated novel synthesis of carbohydrate-derived di- and trisubstituted (E)-α,β-unsaturated esters or amides from a range of dichloroesters or amides and a variety of sugar aldehydes is reported. The process took place with total stereoselectiv

Conjugate addition of amines to sugar derived olefinic esters: Synthesis of glycosylated amino esters as DNA topoisomerase-II inhibitors

Conjugate addition of amines to olefinic esters derived from sugars leading to formation of glycosylated amino esters in a stereoselective manner is described. Some of the synthesized compounds possess DNA topoisomerase-II enzyme inhibitory activities at low concentrations.

Synthesis of glycosylated β-amino acids as new class of antitubercular agents

A series of glycosylated β-amino acids was prepared and evaluated against Mycobacterium tuberculosis, M. avium, M. fortuitum and M. smegmatis. The compounds were designed to mimic the enzyme D-alanine racemase and glycosyl transferase involved in the bios

Wittig-type olefination catalyzed by PEG-telluride

Soluble poly(ethylene glycol) (PEG)-supported telluride 2 was designed and synthesized for catalytic Wittig-type reactions. It was found that the catalytic loading could be reduced from 20 to 2 mol % by the introduction of PEG (even to 0.5 mol % when some telluride salts were used as the catalyst). Under the catalytic reaction conditions, a wide variety of aldehydes with different structures could react with bromoacetate to afford β-substituted or α,β-disubstituted unsaturated esters in high yields with excellent E-stereoselectivity. The modified process, by using sodium bisulfite instead of triphenyl phosphite, represented a very simple product isolation procedure. The roles of PEG for promoting the ylide formation and stabilizing the catalytic species were disclosed. The mechanism was also studied.

Chiron approach to callipeltin A: First synthesis of fully protected (2R,3R,4S)-4,7-diamino-2,3-dihydroxy heptanoic acid

Stereoselective synthesis of protected (2R,3R,4S)-4,7-diamino-2,3-dihyroxy heptanoic acid, which is present as a side chain attached to the main macrocyclic depsidecapeptide backbone of callipeltin A (a potent, cytotoxic, anti-HIV and anti-fungal agent) s

Intramolecular Michael addition of benzylamine to sugar derived α,β-unsaturated ester: A new diastereoselective synthesis of a higher homologue of 1-deoxy-L-ido-nojirimycin

The diastereoselective intramolecular Michael addition of the benzylamine generated in situ from hemiacetal 3 leads to the lactone 4a with the required homoazasugar ring skeleton; reduction of the lactone functionality and removal of the protecting groups

Total Synthesis of Griseolic Acid Derivatives from D-Glucose

Griseolic acid, 1, is a potent nonselective cyclic nucleotide-phosphodiesterase inhibitor isolated from Streptomyces griseoaurantiacus.Recently, preparation of several griseolic acid derivatives, including 3, has been reported.We have completed the chiral