381670-33-3

Usage

Uses

Used in Pharmaceutical Industry:
(R)-(+)-1-ETHYL-2-PYRROLIDINECARBOXYLIC ACID ETHYL ESTER is used as a chiral building block for the synthesis of pharmaceuticals, leveraging its ability to selectively bind to certain receptors. This selective binding is essential for developing drugs that target specific biological pathways, which can lead to more effective treatments with fewer side effects.
Used in Drug Development:
(R)-(+)-1-ETHYL-2-PYRROLIDINECARBOXYLIC ACID ETHYL ESTER is employed as a component in drug development for its potential to create enantiopure drugs. The production of enantiopure drugs is of high interest in the pharmaceutical industry due to their enhanced biological activity and the possibility of minimizing adverse effects associated with non-target interactions.
Used in Enhancing Therapeutic Potential:
(R)-(+)-1-ETHYL-2-PYRROLIDINECARBOXYLIC ACID ETHYL ESTER is utilized to enhance the therapeutic potential of pharmaceuticals. Its unique stereochemistry contributes to the creation of drugs that can more effectively interact with biological targets, improving treatment outcomes for various medical conditions.

InChI:InChI=1/C9H17NO2/c1-3-10-7-5-6-8(10)9(11)12-4-2/h8H,3-7H2,1-2H3/t8-/m1/s1

Upstream product

• 54288-59-4 diethyl 2-bromo-2-(3-bromopropyl)malonate 
• 101738-88-9 1-ethyl-pyrrolidine-2,2-dicarboxylic acid diethyl ester 
• 75-03-6 ethyl iodide 
• 147-85-3 L-proline 
• 5817-26-5 ethyl (2S)-pyrrolidine-2-carboxylate 
• 74-96-4 ethyl bromide 
• 23037-82-3 (S)-ethyl 1-acetylpyrrolidine-2-carboxylate 
• 98435-76-8 1-ethylpyrrolidine-2-carboxylic acid 

Downstream Products

• 3433-34-9 1-ethyl-2-hydroxymethylpyrrolidine 

Relevant academic research and scientific papers

An experimental and computational study of stereoselectivity and reactivity in Lewis acid promoted lithiation-substitution of tertiary amines

Reaction of BF3 coordinated N-ethylpyrrolidine with benzophenone, using a preformed complex of s-BuLi and (-)-sparteine for lithiation at -78 °C, affords enantio-enriched R-product (er 85:15). With a warm-cool cycle (-78° → 0°, 2 h, → -78°) pri

Selective Rhodium-Catalyzed Reduction of Tertiary Amides in Amino Acid Esters and Peptides

Efficient reduction of the tertiary amide bond in amino acid derivatives and peptides is described. Functional group selectivity has been achieved by applying a commercially available rhodium precursor and bis(diphenylphosphino)propane (dppp) ligand together with phenyl silane as a reductant. This methodology allows for specific reductive derivatization of biologically interesting peptides and offers straightforward access to a variety of novel peptide derivatives for chemical biology studies and potential pharmaceutical applications. The catalytic system tolerates a variety of functional groups including secondary amides, ester, nitrile, thiomethyl, and hydroxy groups. This convenient hydrosilylation reaction proceeds at ambient conditions and is operationally safe because no air-sensitive reagents or highly reactive metal hydrides are needed.

EFFICIENT STEREOCONSERVATIVE SYNTHESIS OF 1-SUBSTITUTED (S)- AND (R)-2-AMINOMETHYLPYRROLIDINES AND INTERMEDIATES THERETO

Stereoconservative method for preparation of an (R)- or (S)-isomer of the compound of the formula I with at least 95% optical purity wherein R1 is a hydrogen atom, a saturated or unsaturated lower alkyl group, a cycloalkyl group, or a group (CH2)m Ph wherein m is 0-3 and Ph is a substituted or unsubstituted phenyl group including 1) O,N-dialkylation, directly or stepwise of (R)- or (S)-proline 2) aminolysis 3) reduction to formation of the (R)- or (S)-isomer of the compound of the formula I, and new intermediates II and III in optical active form obtained by the reaction steps above and wherein R2 is defined as R1 above.

Efficient Stereoconservative Syntheses of 1-Substituted (S)- and (R)-2-Aminomethylpyrrolidines

Three-step stereoconservative syntheses of chiral 1-substituted 2-aminomethylpyrrolidines with high optical purities from D- or L-proline are described.The key intermediates, 1-substituted prolinamides, were obtained by N,O-dialkylation of proline followed by ammonolysis or by 1-alkylation of prolinamide.Reduction furnished the optically pure (about 99percent e.e.) pyrrolidine derivatives, which are useful as intermediates in the preparation of antipsychotic substituted benzamides.