179748-56-2

Basic information

• Product Name: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-3-hydroxy-, phenylmethyl ester
• CAS NO: 179748-56-2
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Mol File: 179748-56-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-3-hydroxy-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-3-hydroxy-, phenylmethyl ester(179748-56-2)
• EPA Substance Registry System: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-3-hydroxy-, phenylmethyl ester(179748-56-2)

Safety Data

• Hazardous Substances Data: 179748-56-2(Hazardous Substances Data)

Upstream product

• 109-00-2 3-HYDROXYPYRIDINE 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 140-55-6 (3S,6S)-6-propylpiperidin-3-ol 
• 179915-15-2 trans-5-Acetoxy-2-allyl-1-carbobenzoxypiperidine 
• 188660-17-5 (R)-3-Acetoxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 
• 188660-19-7 (R)-N-Carbobenzoxy-3-hydroxy-1,2,3,4-tetrahydropyridine 
• 80503-94-2 (R)-4-<(Benzyloxycarbonyl)amino>-3-hydroxybutanoic acid 
• 188660-16-4 (S)-N-Carbobenzoxy-3-hydroxy-1,2,3,4-tetrahydropyridine 

Relevant articles and documents

Lipase-mediated synthesis of enantiopure N-carbobenzoxy-3-hydroxy- 1,2,3,4-tetrahydro- and N-carbobenzoxy-3-hydroxy-1,2,3,6-tetrahydropyridines from 3-hydroxypyridine

Two isomeric chiral hydroxytetrahydropyridines, having high potential utility for the construction of a variety of chiral amine derivatives, have been prepared in both enantiomeric forms by employing lipase-mediated resolution starting from 3-hydroxypyridine. Thus, on exposure to sodium borohydride in the presence of carbobenzoxy chloride, 3-hydroxypyridine has been found to furnish racemic N-carbobenzoxy-3-hydroxy-1,2,3,4- tetrahydropyridine, which is resolved under trans-esterification conditions in the presence of lipase PS to give both enantiomeric products in enantiopure forms. Isomerization of the chiral 1,2,3,4-tetrahydro-product into the chiral 1,2,3,6-tetrahydro-derivative has been accomplished without loss of the original chiral integrity. The racemic 1,2,3,6-tetrahydro- derivative has also been resolved under the same lipase-mediated trans- esterification conditions.

Diastereoselective synthesis of 3,5-trans-(+)-(3R,5R)-3-carbomethoxycarbapenam from 3-hydroxypyridine: Questioning the stereochemical assignment of the natural product

An enantio- and diastereoselective synthesis of the methyl ester of 3,5-trans-(3R,5R)-carbapenam-3-carboxylic acid from 3-hydroxypyridine via (2R,5S)-trans-5-acetoxy-2-allylpiperidine has been achieved by employing the piperidine-pyrrolidine ring-contract

Novel reduction of 3-hydroxypyridine and its use in the enantioselective synthesis of (+)-pseudoconhydrine and (+)-N-methylpseudoconhydrine

3-Hydroxypyridine is reduced with sodium borohydride in the presence of benzyl chloroformate to give 1-benzyloxycarbonyl-5-hydroxy-2-piperideine which is transformed into (+)-pseudoconhydrine and (+)-N-methylpseudoconhydrine in five steps involving a lipa