482331-66-8

Basic information

• Product Name: (3R,6S,1'S,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine
• Synonyms: (3R,6S,1'S,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine
• CAS NO: 482331-66-8
• Molecular Weight: 446.587
• Mol File: 482331-66-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3R,6S,1'S,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,6S,1'S,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine(482331-66-8)
• EPA Substance Registry System: (3R,6S,1'S,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine(482331-66-8)

Safety Data

• Hazardous Substances Data: 482331-66-8(Hazardous Substances Data)

Upstream product

• 134870-62-5 (3S)-3,6-dihydro-2,5-diethoxy-3-isopropylpyrazine 
• 99603-55-1 (4S,5R)-2,2,5-trimethyl-1,3-dioxolane-4-carbaldehyde 
• 100-39-0 benzyl bromide 
• 182368-88-3 (S)-((2R,5S)-3,6-Diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-methanol 

Downstream Products

• 482331-68-0 ethyl (2R,3S,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate 
• 482331-67-9 ethyl (2R,3S,4S,5R)-2-amino-3-benzyloxy-4,5-isopropylidenedioxyhexanoate 

Relevant articles and documents

Amino acid based diastereoselective synthesis of fucosamines

Enantiomerically pure (+)-D-fucosamine 1, (+)-N-methyl-D-fucosamine 2 and (+)-3-O-methyl-D-fucosamine 3 (elsaminose) have been synthesised from known building blocks derived from natural amino acids. Direct and diastereoselective construction of the key intermediate 8 was accomplished by a highly syn,anti-selective aldol reaction between lithiated Schoellkopf's bis-lactim ether 7 and the 1,3-dioxolane-4-carboxaldehyde 5. Elaboration of the common intermediate required optional methylation, selective hydrolysis of the bis-lactim ether in the presence of an isopropylidene ketal, lactonization and partial reduction of the carboxylic group.