123487-56-9

Upstream product

• 125392-62-3 3,4,6-tri-O-benzyl-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate) 
• 150772-52-4 n-pent-4-enyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 821-09-0 n-Pent-4-enyl alcohol 
• 13242-53-0 acetobromomannose 
• 647832-29-9 1,2-O-(4-penten-1-yl)-orthoacetyl-3,4,6-tri-O-acetyl-α-D-mannopyranose 
• 128503-36-6 (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-methyl-2-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran 

Downstream Products

• 123487-61-6 pent-4-enyl 2-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 150772-53-5 pent-4-enyl 2-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 143706-46-1 4,5-dibromopentanyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 123487-57-0 Chloro-acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester 
• 166592-78-5 ((2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-diisopropyl-pent-4-enyloxy-silane 
• 117841-64-2 (pent-4′-enyl) 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside 
• 647832-35-7 (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(3,5-dimethoxy-benzyloxy)-6-pent-4-enyloxy-tetrahydro-pyran 
• 647832-30-2 (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-pent-4-enyloxy-5-(3,4,5-trimethoxy-benzyloxy)-tetrahydro-pyran 
• 175355-41-6 pent-4-enyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 104639-36-3 3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride 
• 647832-31-3 (2R,3R,4R,4aR,10bR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 647832-37-9 (2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-7-iodo-8,10-dimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 647832-36-8 (2R,3R,4R,4aR,10bR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-7-iodo-8,10-dimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 157253-29-7 Dibromopentanyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Synthesis of a key Mycobacterium tuberculosis biosynthetic phosphoinositide intermediate

Regioselective mannosylations of a myoinositol acceptor diol are readily achieved by Lewis acid mediated iodinolysis of n-pentenyl ortho-esters. The procedure affords a psuedotrisaccharide to which the phosphoglyceryl and other lipid residues are added le

Intramolecular C-glycosylation of 2-O-benzylated pentenyl mannopyranosides: Remarkable 1,2-trans stereoselectivity

The IDCP-promoted intramolecular C-glycosylation of pentenyl α-mannopyranosides carrying, at O-2, an activated benzyl group gave, unexpectedly, the 1,2-trans-fused bicyclic product which corresponds to an α-C-aryl mannopyranose derivative. This remarkable, strained C-glycosyl compound was rapidly epimerized to the more stable 1,2-cis product on treatment with BF3·Et2O. The IDCP-reaction product could be elaborated into a 2-(α-C-mannopyranosyl)-3,4,5-trimethoxybenzyl alcohol derivative.

Studies related to synthesis of glycophosphatidylinositol membrane-bound protein anchors. 5. n-pentenyl ortho esters for mannan components

Procedures for rapid assembly of multigram amounts of mannan components have been examined. Although these studies are reported in the context of the mannan moiety of the glycan anchors of membrane-bound glycoproteins, the procedures should be applicable

n-Pentenyl mannoside precursors for synthesis of the nonamannan component of high mannose glycoproteins

The high-mannose oligosaccharide 1 is present on the conserved V3 loop of the viral coat of HIV1 known as GP-120. The mannan portion of this molecule has been prepared by utilization of halogen-promoted n-pentenyl glycoside (NPG) coupling. Two advantageou