146815-48-7

Basic information

• Product Name: (2R,3S,4R,5S,6R)-4-Acetoxy-6-[(S)-acetoxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-acetylamino-2-fluoro-3-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester
• Synonyms: (2R,3S,4R,5S,6R)-4-Acetoxy-6-[(S)-acetoxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-acetylamino-2-fluoro-3-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS NO: 146815-48-7
• Molecular Weight: 557.594
• Mol File: 146815-48-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3S,4R,5S,6R)-4-Acetoxy-6-[(S)-acetoxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-acetylamino-2-fluoro-3-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4R,5S,6R)-4-Acetoxy-6-[(S)-acetoxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-acetylamino-2-fluoro-3-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester(146815-48-7)
• EPA Substance Registry System: (2R,3S,4R,5S,6R)-4-Acetoxy-6-[(S)-acetoxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-acetylamino-2-fluoro-3-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester(146815-48-7)

Safety Data

• Hazardous Substances Data: 146815-48-7(Hazardous Substances Data)

Upstream product

• 146815-47-6 (2R,3S,4R,5R,6R)-5-Acetylamino-2-fluoro-4-hydroxy-3-phenylsulfanyl-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 146815-46-5 (2R,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-fluoro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 120104-58-7 (2S,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 108-24-7 acetic anhydride 
• 146788-04-7 (2R,3S,4R,5R,6R)-5-Acetylamino-6-[(S)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2-fluoro-4-hydroxy-3-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester 

Downstream Products

• 146815-49-8 Methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3-S-phenyl-3-thio-β-D-erythro-L-gluco-2-nonulopyranosylonate)-(2->8)-(5-acetamido-4,7,9-tri-O-acetyl-5-deoxy-3-S-phenyl-3-thio-β-D-erythro-L-gluco-2-nonulopyranosyl)onate fluoride 
• 146788-05-8 (2R,3S,4R,5S,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-2,3-dihydroxy-propyl)-5-acetylamino-2-fluoro-3-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester 

Relevant articles and documents

Simple construction of Neu5Ac(α2-8)Neu5Ac and total synthesis of ganglioside GD3

Glycosylation of an 8-unprotected sialyl fluoride 16 with 2β-chloro-3β-phenylthio-Neu5Ac 2 gave the desired α-disialate 23. Subsequent glycosylation of a thiolactoside 19 with the disialyl fluoride 23 gave the tetrasaccharide 28. Synthesis of GD3 1 was realized by condensation of the tetrasaccharide 28 with azidosphingosine 31, following our previously reported GM3 synthesis procedure.