35120-34-4

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(S)-1-ethyl-2-hydroxymethylpyrrolidine is used as a chiral ligand in asymmetric synthesis for the production of pharmaceuticals and agrochemicals. Its ability to facilitate asymmetric reactions is crucial in creating enantiomerically pure compounds, which are essential for the development of effective and safe drugs and agrochemicals.
Used in Organic Synthesis:
(S)-1-ethyl-2-hydroxymethylpyrrolidine is used as an important building block in organic synthesis. The presence of the pyrrolidine ring and the attached functional groups make it a versatile compound for constructing a wide range of organic molecules.
Used in Research and Development:
(S)-1-ethyl-2-hydroxymethylpyrrolidine is also utilized in research and development for investigating its potential role in the treatment of certain diseases. Its pharmacological properties are of interest to scientists seeking novel therapeutic agents.

Upstream product

• 42022-79-7 (R)-3-chloro-1-ethylpiperidine 
• 68-95-1 (S)-acetylproline 
• 66158-68-7 (S)-1-(2-(hydroxymethyl) pyrrolidin-1-yl)ethanone 
• 75-03-6 ethyl iodide 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 

Relevant academic research and scientific papers

RAS INHIBITORS AND METHODS OF USING THE SAME

Provided herein are compounds identified as inhibitors of KRAS protein activity that can be used to treat various diseases and disorders, such as cancer.

Synthesis of C2-symmetrical bis-β-amino alcohols and their application in the enantioselective addition of diethylzinc to aldehydes

The C2-symmetrical bis-β-amino alcohols 1-6 were prepared and especially attention is focused on bridges, which link the two β-amino alcohol units. These ligands have been applied as chiral catalysts in the asymmetric addition of diethylzinc to aldehydes. sec-Alcohols have been obtained in good yields with up to 95.4% enantiomeric excess.

REACTIONS OF β-SUBSTITUTED AMINES-IV. KINETICS AND STEREOCHEMISTRY OF THE THERMAL REARRANGEMENT OF (S)-2-CHLOROMETYL-1-ETHYLPYRROLIDINE TO (R)-3-CHLORO-1-ETHYLPIPERIDINE, AND THE STEREO-CHEMICAL COURSE OF THEIR REACTIONS WITH NUCLEOPHILES

The rate of the thermal rearrangement of (S)-2-chloromethyl-1-ethylpyrrolidine to (R)-3-chloro-1-ethylpiperidine has been examined at three temperatures in benzene by PMR and polarimetry.The rearrangement was shown to be completely stereospecific and to obey a simple first order law.The calculated Ea, ΔH(excit.) and ΔS(excit.) were 22+/-2 kcal/mole (25 deg C), 21+/-2.5 kcal/mole (25 deg C) and -10+/-2 e.u. (0 deg K) respectively.The effect of solvents having differing dielectric constants was also studied.A transition state 9'a and an ion pair intermediate 3a are suggested for the rearrangement.The stereochemical course of the reactions of (S)-1a, (R)-2a and (S)-2a with hydroxide and methoxide ions have been shown to be 100percent stereospecific with an uncertainity of about 1percent.The absolute configurations of all optically active reactants and products were established by chemical correlations with known compounds or by ORD and chemical inference.The ring opening of both the primary and secondary aziridinium ion positions of 1-azonia-1-ethylbicyclohexane by nucleophiles proceeds entirely by SN2 processes.The conversion of (R)-1-ethyl-3-hydroxypiperidine to (S)-2a*HCl with thionyl chloride in chloroform proceeds by inversion with 4.8percent racemization, whereas the thermal rearrangement of (S)-1a to (R)-2a occurs with complete retention of absolute configuration.