182550-32-9

Upstream product

• 1006590-20-0 2,3,4-tri-O-benzyl-D-lyxono-1,5-lactone 
• 18039-26-4 2,3,4-tri-O-benzyl-D-arabinopyranose 
• 1269049-57-1 (3S,4R,5R)-3,4,5-tris(benzyloxy)-1-(4-methoxybenzyl)piperidin-2-one 
• 182550-30-7 5-azido-2,3,4-tri-O-benzyl-5-deoxy-D-arabinitol 
• 182550-31-8 (2S,3R,4R)-5-Azido-2,3,4-tris-benzyloxy-pentanoic acid methyl ester 

Downstream Products

• 1257215-29-4 (2S,3R,4R,5R)-3,4,5-tris(benzyloxy)-2-vinylpiperidine 
• 182550-37-4 [(2R,3R,4S)-2,3,4-Tris-benzyloxy-4-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylthiocarbamoyl)-butyl]-carbamic acid tert-butyl ester 
• 182550-36-3 [(2R,3R,4S)-2,3,4-Tris-benzyloxy-4-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylcarbamoyl)-butyl]-carbamic acid tert-butyl ester 
• 182550-35-2 (2S,3R,4R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-pentanoic acid 
• 182550-33-0 (3S,4R,5R)-3,4,5-Tris-benzyloxy-piperidine-2-thione 

Relevant academic research and scientific papers

Sugar-derived cyclic imines: One-pot synthesis and direct functionalization

A simple method for the synthesis of sugar-derived imines by a Schwartz's reagent reduction of easily available sugar lactams has been described. A direct addition of nucleophiles to the generated in situ cyclic imines and subsequent deprotection of hydroxyl function allows to convert sugar lactams in polyhydroxylated pyrrolidines and piperidines.

Synthesis of polyhydroxylated quinolizidine and indolizidine scaffolds from sugar-derived lactams via a one-pot reduction/Mannich/Michael sequence

A direct approach to the synthesis of indolizidine and quinolizidine scaffolds of iminosugars is described. The presented strategy is based on a one-pot sugar lactam reduction with Schwartz's reagent followed by a diastereoselective Mannich/Michael tandem reaction of the resulting sugar imine with Danishefsky's diene. The stereochemical course of the investigated reaction has been explained in detail. The obtained bicyclic products are attractive building blocks for the synthesis of various naturally occurring polyhydroxylated alkaloids and their derivatives.

Synthesis and in vitro anti-hepatitis B virus activity of six-membered azanucleoside analogues

Fifteen novel six-membered azanucleoside derivatives were prepared and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in human hepatoblastoma-derived liver Hep-G2 cells. The most potent compound 16b with an IC50 valu

Two efficient routes for construction of amidine-linked pseudo-disaccharide

Two routes for the synthesis of the amidine-linked pseudo-disaccharide were developed. The amidine linkage was constructed by the intermolecular or intramolecular coupling between thioamide and amine in the presence of mercury (II) chloride. The former construction from D-arabinono-1,5-thiolactam and 6-amino-6-deoxy-D-glucoside gave the corresponding pseudo-disaccharide. The latter construction of the amidine linkage was demonstrated in the case of 4-(5-amino-5-deoxy-D-thioarabinononyl)amino-4-deoxy-D-glucoside.