1247813-81-5

Basic information

• Product Name: 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-D-glucal
• Synonyms: 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-D-glucal
• CAS NO: 1247813-81-5
• Molecular Weight: 426.512
• Mol File: 1247813-81-5.mol

Chemical Properties

• CAS DataBase Reference: 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-D-glucal(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-D-glucal(1247813-81-5)
• EPA Substance Registry System: 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-D-glucal(1247813-81-5)

Safety Data

• Hazardous Substances Data: 1247813-81-5(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 196703-95-4 1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol 
• 2873-29-2 D-glucal triacetate 
• 1247813-80-4 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-glucal 

Downstream Products

• 1247813-89-3 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-6-O-p-iodobenzyl-D-glucal 
• 1247813-84-8 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-6-O-p-methylbenzyl-D-glucal 
• 1247813-90-6 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-6-O-p-bromobenzyl-D-glucal 
• 1247813-82-6 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-6-O-p-methoxybenzyl-D-glucal 
• 1247813-92-8 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-6-O-p-fluorobenzyl-D-glucal 
• 1247813-87-1 1-(2-phenyl-ethynyl)-3,4-di-O-benzyl-6-O-(2-naphthylmethyl)-D-glucal 

Relevant articles and documents

A substrate-based approach to skeletal diversity from dicobalt hexacarbonyl (C1)-alkynyl glycals by exploiting its combined ferrier-nicholas reactivity

Novel substrates that combine dicobalt hexacarbonyl propargyl (Nicholas) and pyranose-derived allylic (Ferrier) cations have been generated by treatment of hexacarbonyldicobalt (C-1)-alkynyl glycals with BF3 .Et2O. The study of these cations has resulted in the discovery of novel reaction pathways that have shown to be associated to the nature of O-6 substituent in the starting alkynyl glycals. Accordingly, compounds resulting from ring expansion (oxepanes), ring contraction (tetrahydrofurans), or branched pyranoses, by incorporation of nucleophiles, can be obtained from 6-O-benzyl, 6-hydroxy, or 6-O-silyl derivatives, respectively. The use of a 6-O-allyl alkynyl glycal led to a suitable funtionalized oxepane able to experience an intramolecular Pauson-Khand cyclization leading to a single tricyclic derivative.

Formation and reactivity of new Nicholas-Ferrier pyranosidic cations: Novel access to oxepanes via a 1,6-hydride shift/cyclization sequence

Pyranosidic allylic (Ferrier) cations that share dicobalt hexacarbonyl propargyl (Nicholas) stabilization at C-1 display a remarkable reactivity leading to either substituted oxepanes or 3-C-branched pyranosides, depending on the substituent at O-6.