16395-58-7

Usage

Uses

Used in Pharmaceutical Industry:
N-Acetyl-L-prolinamide is used as a building block for the production of peptide chains and pharmaceutical compounds. Its versatile chemical properties make it a valuable component in the synthesis of various drugs.
Used in Antioxidant Applications:
N-Acetyl-L-prolinamide is used as an antioxidant, helping to protect cells from damage caused by reactive oxygen species. This property makes it a potential candidate for the treatment of conditions associated with oxidative stress, such as diabetes and cardiovascular diseases.
Used in Anti-Inflammatory Applications:
N-Acetyl-L-prolinamide is used as an anti-inflammatory agent, reducing inflammation and potentially providing relief in the treatment of neurological disorders and other inflammatory conditions.
Used in Metal Ion Detection and Removal:
N-Acetyl-L-prolinamide is used as a chelating agent for metal ions, making it useful in the detection and removal of metal ions in various applications, such as environmental remediation and industrial processes.
Used in Organic Synthesis:
N-Acetyl-L-prolinamide is used as a key intermediate in the synthesis of complex organic molecules, contributing to the development of new materials and compounds in the field of materials science.

InChI:InChI=1/C7H12N2O2/c1-5(10)9-4-2-3-6(9)7(8)11/h6H,2-4H2,1H3,(H2,8,11)/t6-/m0/s1

Upstream product

• 108-05-4 vinyl acetate 
• 7531-52-4 L-prolinamide 
• 33305-75-8 L-proline ethyl ester monohydrochloride 
• 23037-82-3 ethyl ester of N-acetyl-L-proline 
• 68-95-1 (S)-acetylproline 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 147-85-3 L-proline 
• 70935-35-2 (S)-1-Acetyl-pyrrolidine-2-carbonyl chloride 

Downstream Products

• 1403959-04-5 (S)-1-acetyl-N-tosylpyrrolidine-2-carboxamide 
• 1403959-05-6 C₁₃H₁₅N₃O₆S 
• 7531-52-4 L-prolinamide 
• 700376-84-7 (S)-1-acetylpyrrolidine-2-carbonitrile 

Relevant academic research and scientific papers

Synthesis method of L-prolinamide

The invention belongs to the field of organic synthesis, and discloses a synthesis method of L-prolinamide. The method comprises steps of S1, dissolving an initial material, L-proline, in water and then reacting with acetic anhydride, after reaction, extracting and drying to prepare N-acetyl-L-proline; S2, in a solvent system, performing a reaction on a raw material, N-acetyl-L-proline prepared inS1 and thionyl chloride, then concentrating and drying to obtain a compound; S3, dripping aqueous ammonia in the compound prepared in S2 as a raw material so as to react, filtering and preparing 1-acetyl-2-pyrrolidinecarboxamide; and S4, dripping HC1 into the 1-acetyl-2-pyrrolidinecarboxamide prepared in S3 as a raw material, so as to react, then concentrating, filtering and drying to prepare L-prolinamide. In the reaction process of the synthesis method provided by the invention, common reagent raw materials are used, the costs are low, the reaction conditions are mild, the chiral purity ishigh, the yield is high, the environment pressure is low, and the synthesis method is suitable for large-scale production.

Organocatalyzed Baylis-Hillman reaction: An enantioselective approach

A convenient protocol has been developed for the synthesis of Baylis-Hillman adducts in the presence of a base and an organocatalyst. We have designed and synthesized organocatalysts based on hydrogen bonding using a pyrrolidine ring as the backbone and applied them to Baylis-Hillman transformations. This method provides products in good to high yields (73-90%) and with excellent enantiomeric excesses (up to 96%) and reasonable reaction times.

Sodium 2-ethylhexanoate: A mild acid scavenger useful in acylation of amines

A highly useful method for the acylation of amines with acid chlorides utilizing sodium 2-ethylhexanoate as the base is described. This procedure is superior to the Schotten-Baumann conditions whenever the product is water soluble.

Vinyl carboxylate an acylating reagent for selective acylation of amines and diols

Vinyl group of vinyl alkylate (C=2 or 16) and vinyl benzoate have been found to be a good leaving group in acylation of alcohols (40-50% yield) and amines (in 60-90% yield).

Conformational Investigations of α,β-Dehydropeptides. I. Synthesis of Model Dipeptides

Three series of model dipeptides: Ac-Pro-X-NHMe, where X = L-, D- and Δ-Ala, L-, D- and (Z)-Δ-Phe and L-, D- and Δ-Val, designed for conformational investigation of α,β-dehydroamino acid effect on peptide chain β-turn have been synthesized.