944727-63-3

Upstream product

• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 184155-63-3 1-(2'-amino-3',4',6'-tri-O-benzyl-2'-deoxy-α-D-glucopyranosyl)-2-propene 
• 944727-62-2 (2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide 
• 108-24-7 acetic anhydride 
• 944727-54-2 (2S,3aR,5R,6R,7S,7aS)-1-(tert-butyloxycarbonyl)-6,7-di-O-benzyl-5-[(benzyloxy)methyl]octahydropyrano[3,2-b]pyrrole-2-carboxylic acid 
• 944727-59-7 (2S,3aR,5R,6R,7S,7aS)-1-(tert-butyloxycarbonyl)-6,7-di-O-benzyl-2-(hydroxymethyl)-5-[(benzyloxy)methyl]octahydropyrano[3,2-b]pyrrole 
• 944727-58-6 (2S,3aR,5R,6R,7S,7aS)-6,7-di-O-benzyl-2-(hydroxymethyl)-5-[(benzyloxy)methyl]octahydropyrano[3,2-b]pyrrole 
• 944727-57-5 (2S,3aR,5R,6S,7R,7aS)-1-(tert-butyloxycarbonyl)-6,7-di-O-benzyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrolo[1,2-c]-oxazol-3-one 
• 944727-56-4 (2S,3aR,5R,6R,7S,7aS)-1-(tert-butyloxycarbonyl)-6,7-di-O-benzyl-2-(iodomethyl)-5-[(benzyloxy)methyl]octahydropyrano[3,2-b]pyrrole 
• 944727-55-3 1-[2-(tert-butyloxycarbonylamino)-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl]-2-propene 
• 944727-61-1 (2S,3aR,5R,6S,7R,7aS)-1-(tert-butyloxycarbonyl)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide 

Relevant academic research and scientific papers

Synthesis of Carbohydrate-Templated Amino Acids and Methods of Using Same

The present invention generally relates to tetrahydropyranyl-derivatized amino acids, their syntheses and their incorporation into peptides and peptidomimetics. The tetrahydropyran moiety constrains the side chain of an amino acid, thereby providing a molecule that may act as a sugar- or amino acid-mimetic as well as a scaffold for combinatorial synthesis.

Tuning of the prolyl trans/cis-amide rotamer population by use of C-glucosylproline hybrids

(Chemical Equation Presented) We describe the synthesis of a fused bicyclic C-glucosylproline hybrid (GlcProH) from commercially available 2,3,4,6-tetra-O-benzyl-D-glucopyranose. The GlcProH was incorporated into the model peptides Ac-GlcProH-NHMe and Ac-