116501-51-0

Basic information

• Product Name: (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-ethyltetrahydro-2H-pyran
• CAS NO: 116501-51-0
• Molecular Weight: 552.711
• Mol File: 116501-51-0.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-ethyltetrahydro-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-ethyltetrahydro-2H-pyran(116501-51-0)
• EPA Substance Registry System: (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-ethyltetrahydro-2H-pyran(116501-51-0)

Safety Data

• Hazardous Substances Data: 116501-51-0(Hazardous Substances Data)

Upstream product

• 38184-10-0 phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 557-20-0 diethylzinc 
• 1193390-93-0 (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(1-(phenylsulfonyl)vinyl)tetrahydro-2H-pyran 

Relevant articles and documents

A Mitsunobu route to C-glycosides

C-Glycosides were successfully prepared via dehydrative alkylation under Mitsunobu conditions, using substituted sulfonyl methanes as nucleophiles. The materials prepared were converted to useful C-glycoside intermediates. An application of this approach

ORGANOMETALLICS IN ORGANIC SYNTHESIS. APPLICATIONS OF A NEW DIORGANOZINC REACTION TO THE SYNTHESIS OF C-GLYCOSYL COMPOUNDS WITH EVIDENCE FOR AN OXONIUM-ION MECHANISM

The mechanistic and stereochemical features of a new organozinc-based substitution process 1,R2)-SPh + R32Zn --> heteroatom-C-(R1,R2,R3)>, first discovered during a total synthesis of the alkaloid mycotoxin α-cyclopiazonic acid, are described.Phenyl thioglycosides were valuable substrates in studying the nature of this reaction process.Since these sulfur compounds are converted into C-glycosyl compounds with some degree of stereoselectivity, the organozinc chemistry does provide a new entry to these biologically active substances.