252770-08-4

Basic information

• Product Name: 1-PYRROLIDINECARBOXYLIC ACID, 3-AMINO-4-(HYDROXYMETHYL)-, PHENYLMETHYL ESTER, (3S,4S)-
• Synonyms: (3S,4S)-BENZYL 3-AMINO-4-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE;1-PYRROLIDINECARBOXYLIC ACID, 3-AMINO-4-(HYDROXYMETHYL)-, PHENYLMETHYL ESTER, (3S,4S)-;(3S,4S)-3-Amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylic acid phenylmethyl ester
• CAS NO: 252770-08-4
• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.296
• Mol File: 252770-08-4.mol

Chemical Properties

• Boiling Point: 414.3±40.0 °C(Predicted)
• Appearance: /
• Density: 1.225±0.06 g/cm3(Predicted)
• PKA: 14.93±0.10(Predicted)
• CAS DataBase Reference: 1-PYRROLIDINECARBOXYLIC ACID, 3-AMINO-4-(HYDROXYMETHYL)-, PHENYLMETHYL ESTER, (3S,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PYRROLIDINECARBOXYLIC ACID, 3-AMINO-4-(HYDROXYMETHYL)-, PHENYLMETHYL ESTER, (3S,4S)-(252770-08-4)
• EPA Substance Registry System: 1-PYRROLIDINECARBOXYLIC ACID, 3-AMINO-4-(HYDROXYMETHYL)-, PHENYLMETHYL ESTER, (3S,4S)-(252770-08-4)

Safety Data

• Hazardous Substances Data: 252770-08-4(Hazardous Substances Data)

Downstream Products

• 246510-69-0 benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxymethyl-pyrrolidine-1-carboxylate 
• 370881-76-8 benzyl (cis)-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate (S)-mandelate 

Relevant articles and documents

Synthesis and structure-activity relationship studies of 3,6-diazabicyclo[3.2.0]heptanes as novel α4β2 nicotinic acetylcholine receptor selective agonists

A series of novel, potent neuronal nicotinic acetylcholine receptor (nAChR) ligands derived from 3,6-diazabicyclo[3.2.0]heptane have been synthesized and evaluated for binding affinity and agonist activity at the α4β2 nAChR subtype. Structure-activity relationship studies of these novel nAChR ligands focused on substitution effects on the pyridine ring, as well as stereo- and regiochemical influences of the 3,6-diazabicyclo[3.2.0]heptane core. Small 5-substituents on the pyridine ring had a modest impact on the binding affinities and functional activities. 6-Bromo, 6-chloro, and 6-methyl substituents on the pyridine ring led to increased binding affinities and improved functional activities. Most of the 6-N-pyridinyl-substituted 3,6-diazabicyclo[3.2.0]heptanes are selective for the α4β2 nAChR subtype. Compounds (1R,5S)-25, (1R,5S)-55, and (1R,5S)-56 were virtually inactive as agonists at the hα3β4 nAChR but retained potency and efficacy at the hα4β2 nAChR subtype. 3-N-Pyridinyl-substituted series demonstrated more complex SAR. (1R,5R)-39, (1R,5R)-41, and (1R,5R)-42 were found to be much more potent at the hα3β4 nAChR subtype, whereas (1R,5R)-38 and (1R,5R)-40 were very selective at the hα4β2 nAChR subtype. The SAR studies of these novel ligands led to the discovery of several compounds with interesting in vitro pharmacological profiles.

(1S,5S)-3-(5,6-dichloropyridin-3-YL)-3,6-diazabicyclo[3.2.0]heptane benzenesulfonate

The present invention relates to the salt (1S,5S)-3-(5,6-dichloropyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane benzenesulfonate and to methods of preparing the salt.

Enantiomerically pure substituted oxaaza compounds, salts of the same, and processes for the preparation of both

This invention provides a method for conveniently obtaining a compound of formula (Ia) which is a production intermediate of antimicrobial compounds, in which a salt of optically active acid of formula (IIIa) is obtained by allowing a compound of formula (I), a ketone compound and an optically active acid to react with one another, converted into its free form and then hydrolyzed. In the formula, R1: hydrogen atom or alkyl, aryl or aralkyl group; R2: hydrogen atom or alkyl, aryl, aralkyl, acyl, alkyloxycarbonyl, aralkyloxycarbonyl or substituted sulfonyl; these may further have substituents.)