869377-95-7

Basic information

• Product Name: (S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: (S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER;(S)-1-N-Boc-2-phenyl-1-pyrrolidin-1-ylmethyl-ethylamine;tert-butyl N-[(3S)-3-phenyl-3-(pyrrolidin-1-yl)propyl]carbaMate;(S)-tert-Butyl (1-phenyl-3-(pyrrolidin-1-yl)propan-2-yl)carbaMate
• CAS NO: 869377-95-7
• Molecular Formula: C18H28N2O2
• Molecular Weight: 304.44
• Mol File: 869377-95-7.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER(869377-95-7)
• EPA Substance Registry System: (S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER(869377-95-7)

Safety Data

• Hazardous Substances Data: 869377-95-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER is used as a building block in organic synthesis for the creation of various chemical compounds. Its unique structure allows for the formation of diverse molecules with potential applications in different fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER serves as a key intermediate in the synthesis of bioactive molecules. Its potential as a precursor for the development of new drugs makes it an important compound in medicinal chemistry.
Used in the Production of Bioactive Molecules:
(S)-(2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER is utilized as a starting material for the production of bioactive molecules with potential biological or medicinal applications. Its functional groups and stereochemistry contribute to the development of compounds that can interact with biological targets, offering new therapeutic opportunities.

Upstream product

• 123-75-1 pyrrolidine 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 63-91-2 L-phenylalanine 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 125139-05-1 N^α-(tert-butoxycarbonyl)-L-phenylalanine-N-pyrrolidinamide 

Relevant articles and documents

Synthesis and antimalarial activity of new 4-aminoquinolines active against drug resistant strains

In the present study we have synthesized a new class of 4-aminoquinoline derivatives via replacement of the diethylamine functionality of chloroquine (CQ) with acyclic and/or cyclic amine groups containing basic tertiary terminal nitrogen and bioevaluated them for antimalarial activity against Plasmodium falciparum in vitro (CQ-sensitive strain-3D7 & CQ-resistant strain-K1) and Plasmodium yoelii in vivo (N-67 strain). Among the series, thirteen compounds showed superior antimalarial activity against K1 strain as compared to CQ. In addition, all these analogs showed 100% suppression of parasitaemia on day 4 in the in vivo mouse model against N-67 strain when administered orally. Further, biophysical studies suggest that these compounds act on the heme polymerization target.

Enantioselective addition of vinylzinc reagents to aldehydes catalyzed by modular ligands derived from amino acids

A series of N-acylethylenediamine-based ligands were synthesized from Boc-protected amino acids. The ligands were screened for the ability to catalyze the asymmetric addition of vinylzinc reagents to aldehydes. Three sites of diversity on the ligands were optimized for this reaction using a positional scanning approach. The optimized ligand 3d was found to catalyze the formation of 15 different (E)-allylic alcohols with enantioselectivities that ranged from 52 to 91% ee and yields that ranged from 40 to 90%. This ligand was especially effective for the reaction of aromatic aldehydes with vinylzinc reagents derived from bulky terminal alkynes. Ligand 3d catalyzed the addition of (E)-(3,3-dimethylbut-1-enyl)(ethyl)zinc to 2-naphthaldehyde to give (R,E)-4,4-dimethyl-1-(naphthalene-1-yl)pent-2-en-1-ol in 89% ee. The ee of this product could be increased to 97% through a single recrystallization.