111425-49-1

Basic information

• Product Name: phenyl 4,6-di-O-acetyl-2,3-dideoxy-erythro-hex-2-eno-1-thioa-β-D-pyranoside
• CAS NO: 111425-49-1
• Molecular Weight: 322.382
• Mol File: 111425-49-1.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: phenyl 4,6-di-O-acetyl-2,3-dideoxy-erythro-hex-2-eno-1-thioa-β-D-pyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 4,6-di-O-acetyl-2,3-dideoxy-erythro-hex-2-eno-1-thioa-β-D-pyranoside(111425-49-1)
• EPA Substance Registry System: phenyl 4,6-di-O-acetyl-2,3-dideoxy-erythro-hex-2-eno-1-thioa-β-D-pyranoside(111425-49-1)

Safety Data

• Hazardous Substances Data: 111425-49-1(Hazardous Substances Data)

Upstream product

• 108-98-5 thiophenol 
• 2873-29-2 D-glucal triacetate 
• 882-33-7 diphenyldisulfane 
• 69534-73-2 3,4,6-O-tri-O-acetyl-D-glucal 

Downstream Products

• 5987-33-7 4,6-O-benzylidene-D-allal 
• 134756-58-4 C₁₉H₁₈O₃S 
• 1279711-50-0 3-O-benzyl-4,6-O-benzylidene-1-deoxy-1R-deutero-D-altropyranose 
• 1233979-01-5 C₂₆H₂₆O₃S 
• 108681-43-2 phenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-α-D-mannopyranoside 
• 55628-54-1 (2R,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyran 
• 1393354-13-6 C₂₇H₂₉FO₅ 
• 1393354-12-5 C₂₇H₂₉FO₅ 
• 1393354-10-3 C₂₇H₂₉FO₅ 
• 1393354-09-0 C₂₇H₂₉FO₅ 
• 13265-84-4 1,2-didehydrodideoxyallose 

Relevant articles and documents

Azomethine ylide cycloaddition of 2-C-formyl glycals with α-amino acids for the synthesis of substituted pyrroles

A novel strategy has been devised for the synthesis of pyrrole based acyclo-C-nucleosides, in particular an open-chain sugar substituted pyrrole derivatives by means of the condensation of 2-C-formyl glycals with α-amino acids through an intramolecular azomethine cycloaddition under thermal conditions. The use of cyclic α-amino acids provides the corresponding bicyclic pyrrole derivatives. This is a first report on the synthesis of pyrrole based acyclo-C-nucleosides. 2009 Elsevier Ltd. All rights reserved.

Robust perfluorophenylboronic acid-catalyzed stereoselective synthesis of 2,3-unsaturated O-, C-, N- And S-linked glycosides

A convenient protocol was developed for the synthesis of 2,3-unsaturated C-, O-, N- and S-linked glycosides (enosides) using 20 mol % perflurophenylboronic acid catalyst via Ferrier rearrangement. Using this protocol, D-glucals and L-rhamnals reacted with various C-, O-, N- and S-nucleophiles to give a wide range of glycosides in up to 98% yields with mainly α-anomeric selectivity. The perflurophenylboronic acid successfully catalyzed a wide range of substrates (both glucals and nucleophiles) under very mild reaction conditions.

Hafnium(IV) triflate as a highly efficient catalyst for Ferrier rearrangement of O- and S-nucleophiles with glycals

A highly efficient method to afford 2,3-unsaturated glycosides was described. In the presence of Hafnium(IV) triflate, a variety of 2,3-unsaturated-O- and S-glycosides have been obtained by stereoselective glycosylation of 3,4,6-tri-O-acetyl-d-glucal and hexa-O-acetyl-d-lactal with various acceptors in good isolated yields.