200267-75-0

Basic information

• Product Name: (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE
• Synonyms: (S)-α-(PhenylMethyl)-1-pyrrolidinethanaMine;(S)-a-benzyl-1-pyrrolidineethanaMine 2HCl
• CAS NO: 200267-75-0
• Molecular Formula: C₁₃H₂₀N₂
• Molecular Weight: 204.31
• Mol File: 200267-75-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 332.422 °C at 760 mmHg
• Flash Point: 139.727 °C
• Appearance: /
• Density: 1.029 g/cm³
• Vapor Pressure: 0.000146mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: 2-8°C
• BRN: 10160096
• CAS DataBase Reference: (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE(200267-75-0)
• EPA Substance Registry System: (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE(200267-75-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3259PSN1 8 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 200267-75-0(Hazardous Substances Data)

Usage

Description

(S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE, also known as (S)-α-(Phenylmethyl)-1-pyrrolidinethanamine, is an organic compound with a unique molecular structure that features a pyrrolidine ring and an ethylamine side chain. It is characterized by its chiral center, which gives it specific stereochemistry and enantioselectivity in chemical reactions.
Used in Pharmaceutical Industry:
(S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE is used as an organocatalyst for enhancing the selectivity and efficiency of various chemical reactions in the synthesis of pharmaceutical compounds. Its chiral center allows for the creation of enantioselective products, which is crucial for the development of chiral drugs with desired biological activities.
Used in Organic Synthesis:
(S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE is used as a catalyst in the Michael addition reaction of α-substituted vinyl ketones with malononitriles. This reaction is important for the synthesis of complex organic molecules and the formation of new carbon-carbon bonds.
Used in Aldol Reactions:
(S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE is used as a catalyst in the aldol reactions of α-hydroxyketones with substituted aldehydes. This reaction is a key step in the synthesis of various natural products, pharmaceuticals, and other organic compounds, allowing for the formation of new carbon-carbon bonds and the creation of molecular complexity.
Used in Asymmetric Conjugate Addition:
(S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE is used as a catalyst in the asymmetric conjugate addition of vinyl ketones to azoles. This reaction is significant for the synthesis of enantioenriched compounds with potential applications in the pharmaceutical and agrochemical industries, as well as in the development of new materials with unique properties.

InChI:InChI=1/C13H20N2/c14-13(11-15-8-4-5-9-15)10-12-6-2-1-3-7-12/h1-3,6-7,13H,4-5,8-11,14H2/t13-/m0/s1

Upstream product

• 56414-89-2 L-phenylalanine N¹,N¹-(tetramethylene)amide 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 125139-05-1 N^α-(tert-butoxycarbonyl)-L-phenylalanine-N-pyrrolidinamide 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 869377-95-7 (S)-tert-butyl 1-phenyl-3-(pyrrolidin-1-yl)propan-2-ylcarbamate 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 137137-81-6 L-Phe-Pyrr*HCl 

Downstream Products

• 1009093-32-6 C₄₈H₆₇N₅O₆ 
• 1171110-54-5 (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(1-phenyl-3-(pyrrolidin-1-yl)prop-an-2-yl) thiourea 

Relevant articles and documents

Pd(II)-Catalyzed Enantioselective C(sp3)-H Arylation of Free Carboxylic Acids

A monoprotected aminoethyl amine chiral ligand based on an ethylenediamine backbone was developed to achieve Pd-catalyzed enantioselective C(sp3)-H arylation of cyclopropanecarboxylic and 2-aminoisobutyric acids without using exogenous directing groups. This new chiral catalyst affords new disconnection for preparing diverse chiral carboxylic acids from simple starting materials that are complementary to the various ring forming approaches.

Chiral primary amine catalyzed asymmetric direct cross-aldol reaction of acetaldehyde

The first primary aminocatalytic direct cross-aldol reaction of acetaldehyde is presented. Among the various vicinal diamines screened, the L-tert-leucine derivative 1c in conjunction with (H4SiW 12O40)0.25 was identified as the optimal catalyst; good catalytic activity (up to 99% yield in 4 h), and high enantioselectivities (up to 92% ee) were achieved for a range of donors, including aromatic aldehydes and isatin derivatives. Aqueous acetaldehyde solution and paraldehyde can be conveniently applied in this system.

Compounds and Methods for Inhibiting the Interaction of BCL Proteins with Binding Partners

The invention relates to isoxazolidine containing compounds that bind to bcl proteins and inhibit Bcl function. The compounds may be used for treating and modulating disorders associated with hyperproliferation, such as cancer.