110958-23-1

Basic information

• Product Name: (S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one
• Synonyms: (S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one
• CAS NO: 110958-23-1
• Molecular Formula: C₁₀H₁₆N₂O₂
• Molecular Weight: 196
• EINECS: -0
• Mol File: 110958-23-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 456.8±38.0 °C(Predicted)
• Appearance: /
• Density: 1.181±0.06 g/cm3(Predicted)
• PKA: 15.45±0.40(Predicted)
• CAS DataBase Reference: (S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one(110958-23-1)
• EPA Substance Registry System: (S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one(110958-23-1)

Safety Data

• Hazardous Substances Data: 110958-23-1(Hazardous Substances Data)

Usage

General Description

(S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one, also known as (S)-Proline 3-carbamate, is a chemical compound with the molecular formula C11H18N2O2. It is a proline derivative, which is a cyclic amino acid commonly found in nature and essential for the synthesis of proteins and peptides. (S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one is a white solid with a molecular weight of 206.27 g/mol and a melting point of around 90-95°C. (S)-5-(piperidine-1-carbonyl)pyrrolidin-2-one is commonly used in pharmaceutical research for the development and synthesis of new drugs, due to its potential biological activities and medicinal properties. It is also utilized in organic synthesis and as a building block in the production of various compounds.

Upstream product

• 110-89-4 piperidine 
• 98-79-3 L-Pyroglutamic acid 
• 511543-55-8 (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octane-4,8-dione 
• 6091-44-7 piperidine hydrochloride 
• 4931-66-2 methyl (S)-pyroglutamate 

Downstream Products

• 65921-41-7 (S)-2-(1-piperidinylmethyl)pyrrolidine 

Relevant articles and documents

DIBAL-H-H2NR and DIBAL-H-HNR1R2·HCl complexes for efficient conversion of lactones and esters to amides

The reaction of a lactone or an ester with organoaluminum species generated from DIBAL-H-H2NR or DIBAL-H-HNR1R2·HCl complexes provided efficient methods for preparation of amides. Conditions were defined for the preparation of both secondary and tertiary amides, including Weinreb amides in excellent yields.

Synthesis of chiral diamines using novel 2-trichloromethyloxazolidin-4-one precursors derived from 5-oxo-proline and proline

Efficient syntheses of chiral vicinal diamines derived from (S)-oxo-proline and (S)-proline are described. The novel diastereomerically pure precursor (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo-[3.3.0]-octan-4,8-dione 3 and its enantiomer are readily available by reaction of the inexpensive enantiomers of 5-oxo-proline with chloral. Compound 3 reacts with primary and secondary amines to afford the 5-oxo-prolylamides 4 in quantitative yield. In contrast, the (S)-proline-derived precursor (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one 6 gave (S)-N-formylprolylamides 9 and/or (S)-prolylamides 8 depending on the reaction conditions. Upon reduction with LiAlH4, amides 4 and 9 afforded the proline-derived (S)-2-(alkylaminomethyl)pyrrolidines 1 and (S)-N-methyl-2-(alkylaminomethyl)-pyrrolidines 5 in 70-90% yields.