145836-02-8

Basic information

• Product Name: ethyl 4-O-benzoyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside
• Synonyms: ethyl 4-O-benzoyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside
• CAS NO: 145836-02-8
• Molecular Weight: 352.452
• Mol File: 145836-02-8.mol

Chemical Properties

• CAS DataBase Reference: ethyl 4-O-benzoyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-O-benzoyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside(145836-02-8)
• EPA Substance Registry System: ethyl 4-O-benzoyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside(145836-02-8)

Safety Data

• Hazardous Substances Data: 145836-02-8(Hazardous Substances Data)

Upstream product

• 77-76-9 2,2-dimethoxy-propane 
• 98-88-4 benzoyl chloride 
• 127753-95-1 ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 
• 127753-94-0 ethyl 1-thio-α-L-rhamnopyranoside 

Downstream Products

• 135303-37-6 ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside 
• 282540-57-2 phenyl 4-O-benzoyl-2,3-O-ethoxyethylidene-1-thio-α-L-rhamnopyranoside 
• 282540-56-1 ethyl 4-O-benzoyl-2,3-O-ethoxyethylidene-1-thio-α-L-rhamnopyranoside 
• 145836-09-5 phenyl 4-O-benzoyl-1-thio-α-L-rhamnopyranoside 
• 145836-08-4 phenyl 4-O-benzoyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 
• 145836-03-9 ethyl 4-O-benzoyl-1-thio-α-L-rhamnopyranoside 

Relevant articles and documents

A novel and expeditious approach to the stereoselective synthesis of 2- S-ethyl(phenyl)-2-deoxy-β-glycosides, ready precursors to 2-deoxy-β- glycosides

1,2-Migration and concurrent glycosidation of ethyl(phenyl) 2,3- orthoester-1-thio-α-L-rhamnopyranosides under the action of TMSOTf readily afforded the corresponding 2-S-ethyl(phenyl)-2-deoxy-β-glycosides, ready precursors to 2-deoxy-β-glycosides. (C) 2000 Elsevier Science Ltd.

Stereoselective synthesis of 2-S-ethyl(phenyl)-2-thio-β-glucopyranosides via 1,2-migration and concurrent glycosidation of ethyl(phenyl) 2,3-orthoester-1-thio-α-mannopyranosides

1,2-Migration and concurrent glycosidation of ethyl(phenyl) 2,3-orthoester-1-thio-α-D- and L-mannopyranosides under the action of TMSOTf readily afforded the corresponding 2-S-ethyl(phenyl)-2-thio-β-glucopyranosides, ready precursors to 2-deoxy-arabino-hexopyranosides (2-deoxy-β-glucopyranosides).

A simple method for avoiding alkylthio group migration during the synthesis of thioglycoside 2,3-orthoesters. An improved synthesis of partially acylated 1-thio-α-L-rhamnopyranosides

A fast, technically simple and high-yielding procedure is described for the preparation of the 2,3-cyclic orthoesters of methyl, ethyl, and phenyl 1-thio-α-L-rhamnopyranosides. The method prevents alkylthio group migration during the synthesis of thioglycoside 2,3-orthoesters. Considering the high yields, short reaction times and operational simplicity, this method is a substantial improvement over the procedures previously proposed for the synthesis of partially acylated 1-thio-α-L-rhamnopyranosides.