155251-70-0

Basic information

• Product Name: (S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate
• Synonyms: (S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate
• CAS NO: 155251-70-0
• Molecular Formula: C14H24N2O3
• Molecular Weight: 268.35196
• Mol File: 155251-70-0.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate(155251-70-0)
• EPA Substance Registry System: (S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate(155251-70-0)

Safety Data

• Hazardous Substances Data: 155251-70-0(Hazardous Substances Data)

Usage

Description

(S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate is a complex organic compound featuring a tert-butyl group and a pyrrolidine ring. Its molecular structure, which includes pyrrolidine-1-carbonyl and pyrrolidine-1-carboxylate moieties, suggests potential interactions with enzymes or receptors, making it a promising candidate for pharmaceutical development and organic synthesis.

Uses

Used in Pharmaceutical Development:
(S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate is used as a building block for the development of new pharmaceuticals due to its potential to be modified with specific functional groups that can influence its biological activity. Its complex structure and possible interactions with enzymes or receptors involved in neurotransmission or other physiological processes make it a valuable tool in creating novel drugs.
Used in Organic Synthesis:
In the field of organic synthesis, (S)-tert-Butyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate serves as an important intermediate compound. Its unique structure allows for further chemical reactions to create a variety of other complex molecules, contributing to the advancement of chemical research and the development of new materials.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 344-25-2 D-Prolin 
• 1314867-09-8 (S)-tert-butyl 2-(diallylcarbamoyl)pyrrolidine-1-carboxylate 
• 147-85-3 L-proline 
• 34619-03-9 tert-butyldicarbonate 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 1192-63-8 1-pyrrolidinecarbonyl chloride 
• 86953-79-9 tert-butyl pyrrolidine-1-carboxylate 
• 123-75-1 pyrrolidine 
• 883565-15-9 C₁₅H₂₅NO₅ 
• 37784-17-1 N-(tert-butoxycarbonyl)-D-proline 

Relevant articles and documents

The chiral diamine mediated asymmetric Baylis-Hillman reaction

A chiral diamine, easily prepared from proline, is an effective, asymmetric organic catalyst for the Baylis-Hillman reaction of aldehydes and methyl vinyl ketone, affording adducts with enantio-selectivities up to 75%.

An introduction of a pyridine group into the structure of prolyl oligopeptidase inhibitors

A series of ionizable prolyl oligopeptidase inhibitors were developed through the introduction of a pyridyl group to the P3 position of the prolyl oligopeptidase inhibitor structure. The study was performed on previously developed prolyl oligopeptidase in

Total Synthesis of Mycenarubin A, Sanguinolentaquinone and Mycenaflavin B and their Cytotoxic Activities

Here we report the first total synthesis of the fungal alkaloids mycenarubin A, sanguinolentaquinone and mycenaflavin B. The pyrroloquinoline alkaloid mycenarubin A was obtained in 10 steps (21 % total yield, 92 % ee) from the known key precursor 6,7-bis(benzyloxy)indole by an asymmetric alkylation and a biomimetic ring closure as the key steps. The indolo-6,7-quinone sanguinolentaquinone was obtained in eight steps (28 % total yield). Mycenaflavin B was also obtained in eight steps starting from the same key precursor (total yield 15 %) by a biomimetic ring closure and an acid-catalysed decarboxylation reaction as the key steps. The cytotoxic activities of mycenarubin A and mycenaflavin B were evaluated against mouse fibroblasts (L929) and human malignant melanoma cells (RPMI-7951).

α-Aminoamides as ligands in Goldberg amidations

α-Aminoamides are shown to be useful as ligands in Goldberg amidations. A number of α-aminoamides are examined and the importance of substitution on the α-aminoamides is explored. Acetamide is focused on as the nucleophilic coupling partner due to its low cost, stability and convenience as a protecting group. The initial substrate scope for these catalysts is explored and includes electronically activated and deactivated aryl bromides, however o-substituted aryl bromides are problematic.