143706-45-0

Basic information

• Product Name: 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• Synonyms: 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• CAS NO: 143706-45-0
• Molecular Weight: 560.687
• Mol File: 143706-45-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside(143706-45-0)
• EPA Substance Registry System: 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside(143706-45-0)

Safety Data

• Hazardous Substances Data: 143706-45-0(Hazardous Substances Data)

Upstream product

• 821-09-0 n-Pent-4-enyl alcohol 
• 65827-59-0 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride 
• 16697-49-7 3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose 
• 13242-53-0 acetobromomannose 
• 647832-29-9 1,2-O-(4-penten-1-yl)-orthoacetyl-3,4,6-tri-O-acetyl-α-D-mannopyranose 
• 253683-23-7 8-O-benzyl-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 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

• 143706-47-2 Chloro-acetic acid (2R,3R,4S,5S,6S)-4-((2R,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,5-bis-benzyloxy-6-(4,5-dibromo-pentyloxy)-tetrahydro-pyran-2-ylmethyl ester 
• 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 
• 157253-26-4 Dibromopentanyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-<(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)>-2,4-di-O-benzyl-α-D-mannopyranoside 
• 143706-51-8 Dibromopentanyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 647832-33-5 (2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 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 
• 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 
• 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 
• 175355-44-9 C₆₆H₇₈Br₂O₂₀ 
• 175355-43-8 C₆₈H₇₉Br₂ClO₂₁ 
• 143706-48-3 Dibromopentanyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4-di-O-benzyl-α-D-mannopyranoside 

Relevant articles and documents

Methods for debrominating 4,5-dibromopentanyl glycosides

Debromination of 4,5-dibromopentanyl glycosides to (re)generate n-pentenyl glycosides has been accomplished using zinc, samarium(II) iodide, and sodium iodide, respectively. The choice of reagent is dependent upon the reactivity of the substrate, as well

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.

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