607715-89-9

Basic information

• Product Name: (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[1-iodo-meth-(Z)-ylidene]-tetrahydro-pyran
• Synonyms: (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[1-iodo-meth-(Z)-ylidene]-tetrahydro-pyran
• CAS NO: 607715-89-9
• Molecular Weight: 662.564
• Mol File: 607715-89-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[1-iodo-meth-(Z)-ylidene]-tetrahydro-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[1-iodo-meth-(Z)-ylidene]-tetrahydro-pyran(607715-89-9)
• EPA Substance Registry System: (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[1-iodo-meth-(Z)-ylidene]-tetrahydro-pyran(607715-89-9)

Safety Data

• Hazardous Substances Data: 607715-89-9(Hazardous Substances Data)

Upstream product

• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 133697-34-4 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol 

Downstream Products

• 1462962-19-1 (2R,3S,6S)-3-((tert-butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-((Z)-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ylidene)methyl)dihydro-2H-pyran-4(3H)-one 
• 1462962-12-4 (2R,3S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-((Z)-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ylidene)methyl)-3,6-dihydro-2H-pyran 
• 1462962-10-2 (2R,3R,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-((Z)-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ylidene)methyl)-3,6-dihydro-2H-pyran 
• 760201-39-6 (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-prop-2-yn-(Z)-ylidene-tetrahydro-pyran 
• 760201-38-5 Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane 
• 1234178-26-7 C₄₃H₄₀O₅ 
• 1234178-28-9 C₄₇H₅₆O₅ 

Relevant articles and documents

Stereoselective synthesis of substituted exo-glycals from 1-exo-methylene pyranoses

Halo-exo-glycals of the gluco-, manno- and galacto- series, readily prepared by reaction of 1-exo-methylene pyranoses with iodonium dicollidinium triflate (IDCT), undergo Suzuki or B-alkyl Suzuki cross-coupling reactions with boronic acids or alkyl borane

Sonogashira couplings of halo- and epoxy-halo-exo-glycals: Concise entry to carbohydrate-derived enynes

Furanose- and pyranose-derived mono- and dihalo-exo-glycals undergo Sonogashira coupling reactions in the presence of Pd catalysts to give carbohydrate-derived enynes in a completely stereoselective manner. On the other hand, a furanose-derived 2, 3-anhydrohalo-exo-glycal, available from D-mannose in five steps, undergoes Pd0-catalyzed Sonogashira coupling, leading to 2-deoxyenynes.