186694-54-2

Basic information

• Product Name: (3R,6S,1'R,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine
• Synonyms: (3R,6S,1'R,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine
• CAS NO: 186694-54-2
• Molecular Weight: 446.587
• Mol File: 186694-54-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3R,6S,1'R,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'R,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine(186694-54-2)
• EPA Substance Registry System: (3R,6S,1'R,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine(186694-54-2)

Safety Data

• Hazardous Substances Data: 186694-54-2(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 
• 182216-93-9 (R)-((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

• 186694-57-5 ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate 
• 186694-63-3 (3R,4R,5S,1'R)-4-benzyloxy-3-[N-(benzyloxycarbonyl)amino]-5-(1-hydroxyethyl)tetrahydrofuran-2-one 
• 186694-61-1 ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate 
• 186694-59-7 ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-(diphenylmethylene)amino]hexanoate 
• 186694-70-2 (3R,4R,5S,1'R)-4-benzyloxy-5-[1-(1-isopropyldimethylsilanyloxy)ethyl]-3-[N-methyl-N-(diphenylmethyl)amino]tetrahydrofuran-2-one 
• 186694-68-8 (3R,4R,5S,1'R)-4-benzyloxy-3-[N-(benzyloxycarbonyl)amino]-5-[1-(isopropyldimethylsilanyloxy)ethyl]tetrahydrofuran-2-one 
• 186694-65-5 (3R,4R,5S,1'R)-4-benzyloxy-5-(1-hydroxyethyl)-3-[N-methyl-N-(diphenylmethyl)amino]tetrahydrofuran-2-one 
• 186694-55-3 ethyl (2R,3R,4S,5R)-2-amino-3-benzyloxy-4,5-isopropylidenedioxyhexanoate 

Relevant articles and documents

Asymmetric Synthesis of D-Fucosamine and N-Methyl-D-Fucosamine

(+)-D-fucosamine and (+)-N-methyl-D-fucosamine (the amino sugar moiety of neocarzinostatin) have been synthesized from known building blocks derived from natural amino acids. Direct and diastereoselective construction of the key intermediate 4 was accomplished by a syn-aldol type reaction between Sch?llkopf's bislactim ether 2 and the 1,3-dioxolane-4-carboxaldehyde 3. Reduction and monomethylation of a O'Donnell's Schiff base derived from the common amino ester 7 allows an optional access to the N-methyl derivative.