347838-05-5

Basic information

• Product Name: 1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose
• Synonyms: 1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose
• CAS NO: 347838-05-5
• Molecular Weight: 888.779
• Mol File: 347838-05-5.mol

Chemical Properties

• CAS DataBase Reference: 1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose(347838-05-5)
• EPA Substance Registry System: 1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose(347838-05-5)

Safety Data

• Hazardous Substances Data: 347838-05-5(Hazardous Substances Data)

Upstream product

• 347838-02-2 methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate 
• 73960-72-2 methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate 
• 5707-04-0 Phenylselenyl chloride 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 347838-04-4 methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-O-(diethylphosphite)-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate 

Relevant articles and documents

A study of the donor properties of sialyl phosphites having an auxiliary 3-(S)-phenylseleno group

Two phosphite sialyl donors, each having an auxiliary 3-(S)-phenylseleno group, were prepared and evaluated. The phenylseleno group was introduced via a new mode of generating phenylselenenic acid ('PhSeOH'). Although the sialyl donors provided fair yields (32-76%) of the desired sialosides in glycosylations of the reactive acceptor 1,2;3,4-di-O-isopropylidene-α-D-galactopyranose, no sialylated products could be obtained with less reactive acceptors. The presence of a 5-N-acetylacetamido group on the phosphite sialyl donor did not appear to improve its sialylating capability. The weak C-Se bond, possibly in combination with a steric hindrance, which disfavors α-nitrilium ion formation, seem to explain the unsuccessful sialylations of the less reactive acceptors.