374726-31-5

Basic information

• Product Name: Acetic acid (3R,4R,5S,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester
• Synonyms: Acetic acid (3R,4R,5S,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester
• CAS NO: 374726-31-5
• Molecular Weight: 534.5
• Mol File: 374726-31-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (3R,4R,5S,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (3R,4R,5S,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester(374726-31-5)
• EPA Substance Registry System: Acetic acid (3R,4R,5S,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester(374726-31-5)

Safety Data

• Hazardous Substances Data: 374726-31-5(Hazardous Substances Data)

Upstream product

• 28915-80-2 2,3,4-tri-O-acetyl-L-rhamnopyranose 
• 67746-43-4 dibenzyl N,N-diethylphosphoramidite 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 

Downstream Products

• 374726-37-1 Acetic acid (3R,4R,5S,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphoryloxy)-6-methyl-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

Synthesis and use of glycosyl phosphites: An effective route to glycosyl phosphates, sugar nucleotides, and glycosides

An efficient and convenient synthetic route to glycosyl phosphites and phosphates has been developed that uses dibenzyl N,N-diethylphosphoramidite as a phosphitylating reagent. Glycosyl phosphites and phosphates of 2-acetamido-2-deoxy-D-galactose (GalNAc) (29), 2-acetamido-2-deoxy-D-glucose (GlcNAc) (30), D-galactose (Gal) (31), D-glucose (Glc) (32), D-mannose (Man) (33), L-rhamnose (Rha) (34), L-fucose (Fuc) (35), and N-acetylneuraminic acid (NeuAc) (41) were prepared by this procedure. Compounds 29 and 30 were obtained as α anomers exclusively, whereas compounds 31, 32, and 41 were obtained as β anomers, and compounds 33 and 34, as α anomers, predominately. The phosphates are useful for the synthesis of sugar nucleotides, and the phosphites are effective glycosylation reagents.