(+)-3,4-Dehydroproline amide (CAS 103305-53-9)
(+)-3,4-Dehydroproline amide (CAS:
103305-53-9) has molecular formula C5H8N2O and molecular weight 112.13 g/mol. This compound has been the subject of numerous scientific investigations due to its structural features and practical utility in synthetic chemistry and industrial processes. View product details →
Product Background
This comprehensive research profile examines the scientific literature surrounding (+)-3,4-Dehydroproline amide.
Key Research Findings
- The synthesis of a discovery library of 80 3,4-dehydroproline amides was achieved in a four-step reaction sequence from easily accessible 3-aminoallene-3-carboxylate methyl ester
- Both indicate a flat pyrroline ring in their crystal structures, in agreement with previous theoretical calculations.
- The resulting amino acid 4-nitroanilides were extended to corresponding dipeptide 4-nitroanilides with tert-butyloxycarbonyl--alanine.
Detailed Literature Analysis
Below are the top-ranked research papers for (+)-3,4-Dehydroproline amide, presented with bibliographic details and scientific abstracts.
Synthetic Chemistry
1. Potent and selective small molecule NS3 serine protease inhibitors of Hepatitis C virus with dichlorocyclopropylproline as P2 residue.
Starting from a pentapeptide Hepatitis C virus NS3 protease inhibitor, a number of alpha-ketoamide inhibitors based on novel dichlorocyclopropylproline P2 core were synthesized and investigated for their HCV NS3 serine protease activity. The key intermediate 3,4-dichlorocyclopropylproline was obtained through a dichloro carbene insertion to 3,4
2. Design and synthesis of a 3,4-dehydroproline amide discovery library.
The synthesis of a discovery library of 80 3,4-dehydroproline amides was achieved in a four-step reaction sequence from easily accessible 3-aminoallene-3-carboxylate methyl esters. Diversification of these proline mimics was introduced at five different sites: the substituents at the 3-pyrroline unit (R1, R2, R3), at the nitrogen (R4), and the
3. Synthesis of dipeptide 4-nitroanilides containing non-proteinogenic amino acids.
A series of tert-butyloxycarbonyl amino acid 4-nitroanilides, including N-alkylated amino acids and (R)-thiazolidine-4-carboxylic acid, (S)-oxazolidine-4-carboxylic acid. (4S,5S)-5-methyloxazolidine-4-carboxylic acid, (4S,5R)-5-methyloxazolidine-4-carboxylic acid, (S)-azetidine-2-carboxylic acid, (S)-pipecolic acid and (S)-3,4-dehydroproline, w
Biological & Pharmacological Studies
4. cis-trans-Amide isomerism of the 3,4-dehydroproline residue, the 'unpuckered' proline.
Proline (Pro) is an outstanding amino acid in various biochemical and physicochemical perspectives, especially when considering the cis-trans isomerism of the peptidyl-Pro amide bond. Elucidation of the roles of Pro in chemical or biological systems and engineering of its features can be addressed with various Pro analogues. Here we report an e
Conclusion
The research literature on (+)-3,4-Dehydroproline amide demonstrates sustained scientific interest, with publications continuing through 0. The compound serves as an important building block in synthetic chemistry and has been explored for various applications. Researchers and industrial users can view detailed specifications or submit an inquiry for pricing and availability.
Data Sources: PubMed/MEDLINE, CrossRef. 4 papers analyzed. Last updated: 2026-05-25. This article is automatically generated from peer-reviewed research data.