219693-22-8

Basic information

• Product Name: Benzoic acid (1R,2S,3R,4R,5R)-4-azido-2-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylsulfanyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester
• Synonyms: Benzoic acid (1R,2S,3R,4R,5R)-4-azido-2-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylsulfanyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester
• CAS NO: 219693-22-8
• Molecular Weight: 636.637
• Mol File: 219693-22-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzoic acid (1R,2S,3R,4R,5R)-4-azido-2-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylsulfanyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid (1R,2S,3R,4R,5R)-4-azido-2-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylsulfanyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester(219693-22-8)
• EPA Substance Registry System: Benzoic acid (1R,2S,3R,4R,5R)-4-azido-2-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylsulfanyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester(219693-22-8)

Safety Data

• Hazardous Substances Data: 219693-22-8(Hazardous Substances Data)

Upstream product

• 219693-15-9 Trifluoro-methanesulfonic acid (1R,2R,3R,4R,5R)-4-azido-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester 
• 67313-36-4 1,6-anhydro-2-azido-2-deoxy-β-D-galactopyranose 
• 51450-09-0 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-glucopyranose 
• 214117-33-6 1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranose 

Relevant articles and documents

Synthesis of S-linked thiooligosaccharide analogues of Nod factors. Part 1: Selectively N-protected 4-thiochitobiose precursors

The synthesis of S-linked thio-analogues of chitobiose diversely substituted at both 2-acetamido-2-deoxy-D-glucopyranosyl units has been achieved successfully starting either from a 1,6-anhydro-4-O-triflyl galactosaminide derivative in reaction with a glucosamide 1-thiolate in DMF or a 1,6-anhydro-4-thiolate of a D-glucosaminide derivative with a Troc-protected 2-amino-2-deoxy-D-glucose derivative. Alternatively, reaction of an acylated 4-thiolate of 2-acetamido-2-deoxy glucose with an N-Troc-protected glucosaminyl bromide afforded the expected S-linked 4-thio-analogue of chitobiose. Acid catalysis involving reaction of compound 17 with an N-Troc-protected glucosaminyl imidate in the presence of trimethylsilyl triflate gave only poor yields of the expected 1,6-anhydro 4-thio-S-linked disaccharide.