134591-58-5

Basic information

• Product Name: 2-PYRROLIDIN-1-YLMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER
• Synonyms: 2-PYRROLIDIN-1-YLMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER;1-Pyrrolidinecarboxylic acid, 2-(1-pyrrolidinylmethyl)-, phenylmethyl ester, (S)- (9CI);(S)-2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carboxylic acid benzyl ester
• CAS NO: 134591-58-5
• Molecular Formula: C₁₇H₂₄N₂O₂
• Molecular Weight: 288.38
• Mol File: 134591-58-5.mol

Chemical Properties

• Boiling Point: 411°C at 760 mmHg
• Flash Point: 202.4°C
• Appearance: /
• Density: 1.146g/cm³
• Vapor Pressure: 5.76E-07mmHg at 25°C
• Refractive Index: 1.566
• PKA: 9.11±0.20(Predicted)
• CAS DataBase Reference: 2-PYRROLIDIN-1-YLMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PYRROLIDIN-1-YLMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER(134591-58-5)
• EPA Substance Registry System: 2-PYRROLIDIN-1-YLMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER(134591-58-5)

Safety Data

• Hazardous Substances Data: 134591-58-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carboxylic acid benzyl ester is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, potentially leading to innovative treatments for a range of medical conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carboxylic acid benzyl ester is utilized as a precursor in the production of agrochemicals. Its role in this industry is to contribute to the creation of compounds that can enhance crop protection and improve agricultural yields.
Used in Fine Chemicals Production:
2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carboxylic acid benzyl ester is also used in the manufacturing of fine chemicals, where its complex structure and reactivity are leveraged to produce specialty chemicals for various applications, including but not limited to, fragrances, dyes, and other high-value chemical products.

InChI:InChI=1/C17H24N2O2/c20-17(21-14-15-7-2-1-3-8-15)19-12-6-9-16(19)13-18-10-4-5-11-18/h1-3,7-8,16H,4-6,9-14H2

Upstream product

• 123-75-1 pyrrolidine 
• 86954-06-5 1-Z-2-(bromomethyl)pyrrolidine 
• 6216-63-3 Z-prolinol 
• 51207-66-0 (S)-2-(1-pyrrolidinylmethyl)pyrrolidine 
• 501-53-1 benzyl chloroformate 
• 50888-84-1 (S)-benzyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 

Downstream Products

• 1416432-06-8 (S)-1-butyl-1-[(pyrrolidin-2-yl)methyl]pyrrolidin-1-ium bromide 
• 1416432-11-5 (S)-1-butyl-1-[(pyrrolidin-2-yl)methyl]pyrrolidin-1-ium bis(trifluoromethylsulfonyl)imide 

Relevant articles and documents

Borinic Acid Catalysed Reduction of Tertiary Amides with Hydrosilanes: A Mild and Chemoselective Synthesis of Amines

A reduction of various aryl, alkyl, and α,β-unsaturated amides with phenylsilane, catalysed by a borinic acid, is reported. The unprecedented reaction was carried out under very mild conditions and led to useful amines. Furthermore, the reaction tolerates a variety of functional groups. Initial investigations implicated that an intermediate diarylhydroborane is involved in the reaction mechanism.

Basic chiral ionic liquids: A novel strategy for acid-free organocatalysis

We present design, synthesis and application of basic chiral ionic liquids based on commercially available (S)-proline. This new set of chiral ionic liquids was specifically designed to replace trifluoroacetic acid in enamine-based organocatalysis for asy

Structure activity relationship of inhibitors specific for prolyl endopeptidase.

Structural requirements of N-blocked L-proline derivatives as specific inhibitors for prolyl endopeptidase were investigated using a series of substrate analogs. Replacement of L-proline by its D-isomer remarkably reduced the inhibition. Introduction of a sulfur atom in proline and/or in the penultimate pyrrolidine rings significantly increased the inhibition, but the introduction of oxygen rather diminished the activity. A peptide linkage (acid-amide bond) between the proline and the pyrrolidine ring was also required to keep the inhibitory activity. A benzyloxycarbonyl group was most effective as an N-blocked component of the inhibitors.