199465-73-1

Basic information

• Product Name: (4R,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester
• Synonyms: (4R,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester
• CAS NO: 199465-73-1
• Molecular Weight: 311.291
• Mol File: 199465-73-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4R,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester(199465-73-1)
• EPA Substance Registry System: (4R,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester(199465-73-1)

Safety Data

• Hazardous Substances Data: 199465-73-1(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 21651-12-7 (E)-2,4-pentadienoic acid 
• 199465-72-0 (R)-3,6-Dihydro-[1,2]oxazine-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester 

Downstream Products

• 199465-76-4 (3aR,6aR)-4-Hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4,5-dicarboxylic acid 5-benzyl ester 4-methyl ester 
• 105878-96-4 (1R,5S,6S)-7-benzyloxycarbonyl-3,3-dimethyl-6-hydroxymethyl-2,4-dioxa-7-aza-bicyclo[3.3.0]octane 
• 111193-64-7 methyl 1-benzyloxycarbonyl-(3S,4R)-isopropylidenedioxy-(2S)-pyrrolidinylcarboxylate 
• 95341-65-4 (2S,3S,4R)-3,4-dihydroxy-L-proline 
• 199465-75-3 (3aR,4R,7aR)-2,2-Dimethyl-tetrahydro-1,3,5-trioxa-6-aza-indene-4,6-dicarboxylic acid 6-benzyl ester 4-methyl ester 

Relevant articles and documents

Asymmetric Synthesis of Pentono- and 6-Deoxyhexono-δ-lactams via Hetero-Diels-Alder Reactions with Nitroso Dienophile

Asymmetric Diels-Alder reaction of the pentadienoic and hexadienoic acids 2a,b with the chiral chloronitroso derivative 3 gave the primary adducts 4a,b with good-to-excellent enantioselectivity. Subsequent cis- or trans-dihydroxylation and hydrogenolytic cleavage of the N-O bond led to the 5-amino-5-deoxypentono-δ-lactams 13a, 14, 15a, and 16 in the D-ribose, L-arabinose, D-xylose, and L-lyxose series, respectively, and to the 5-amino-5,6-dideoxyhexono-δ-lactams 13b and 15b in the D-allose and D-glucose series, respectively.