116183-82-5

Basic information

• Product Name: (R)-3-Aminopyrrolidine
• Synonyms: (3R)-Pyrrolidine-3-amine;(3R)-pyrrolidin-3-aMine;(r)-(R)-3-AMinopyrrolidine;(R)-(+)-3-Aminopyrrolidine 98%;(3R)-(+)-AMINOPYRROLIDINE;(3R)-()-3-AMINOPYRROLIDINE;(3R)-(+)-3-AMINOPYRROLIDINE;R-AP
• CAS NO: 116183-82-5
• Molecular Formula: C₄H₁₀N₂
• Molecular Weight: 86.14
• Product Categories: Chiral Building Blocks;Heterocyclic Building Blocks;Pyrrolidines;pharmacetical;Pyrrole&Pyrrolidine&Pyrroline;API intermediates;3-Aminopyrrolidines;Amines (Chiral);Chiral 3-Aminopyrrolidines;Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound
• Mol File: 116183-82-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 164-165 °C(lit.)
• Flash Point: 147 °F
• Appearance: /
• Density: 0.984 g/mL at 25 °C(lit.)
• Vapor Pressure: 8.95mmHg at 25°C
• Refractive Index: n20/D 1.489(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.94±0.20(Predicted)
• CAS DataBase Reference: (R)-3-Aminopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-Aminopyrrolidine(116183-82-5)
• EPA Substance Registry System: (R)-3-Aminopyrrolidine(116183-82-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 116183-82-5(Hazardous Substances Data)

Usage

General Description

(R)-3-Aminopyrrolidine is a chemical compound with the molecular formula C4H10N2. It is a chiral compound, meaning it has a non-superimposable mirror image, or enantiomer. (R)-3-Aminopyrrolidine has a 3-aminopyrrolidine backbone, which consists of a five-membered ring with four carbon atoms and one nitrogen atom. (R)-3-Aminopyrrolidine is commonly used in the pharmaceutical industry, particularly in the synthesis of various drugs and drug intermediates. It has also been studied for its potential applications in organic chemistry and catalysis due to its unique structure and reactivity. Overall, (R)-3-Aminopyrrolidine is a versatile chemical compound with important applications in both the pharmaceutical and chemical industries.

InChI:InChI=1/C4H10N2/c5-4-1-2-6-3-4/h4,6H,1-3,5H2/t4-/m1/s1

Upstream product

• 114715-38-7 (3S)-1-benzyl-3-pyrrolidinamine 
• 122536-76-9 3(S)-(tert-butoxycarbonylamino)pyrrolidine 
• 945483-29-4 (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine 
• 404887-22-5 3-aminopyrrolidine-2,5-dione 
• 79286-79-6 pyrrolidin-3-amine 
• 56440-28-9 (S)-3-amino-2-pyrrolidinone hydrochloride 

Downstream Products

• 103831-11-4 (3R)-3-aminopyrrolidine dihydrochloride 
• 820985-21-5 (3S)-N {(E)-[2-(trifluoromethyl)phenyl]methylidene}-pyrrolidin-3-amine 
• 820985-23-7 (3S)-N {[2-(trifluoromethyl)phenyl]methyl}-pyrrolidin-3-amine 
• 955972-44-8 N-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-2-benzyloxy-acetamide 
• 146560-55-6 7-((S)-3-Amino-pyrrolidin-1-yl)-6-fluoro-1-(2-fluoro-4-methoxy-phenyl)-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 
• 146560-54-5 7-((S)-3-Amino-pyrrolidin-1-yl)-6-fluoro-1-(4-fluoro-2-methoxy-phenyl)-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 
• 146560-56-7 7-((S)-3-Amino-pyrrolidin-1-yl)-6-fluoro-1-(4-methoxy-phenyl)-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 
• 132195-48-3 7-((S)-3-Amino-pyrrolidin-1-yl)-6-fluoro-1-(4-fluoro-phenyl)-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 
• 956468-08-9 N-((3S)-1-{[3,4-bis(methyloxy)phenyl]sulfonyl}-3-pyrrolidinyl)-3,4-bis(methyloxy)benzenesulfonamide 

Relevant articles and documents

Synthesis of 6-oxopyrimidin-1(6H)-yl benzamide derivatives and evaluation of their antibacterial and cytotoxic activity

A series of novel 2-alkylamino and 2, 4-dialkyl amino 6-oxopyrimidin-1(6H)-yl) benzamide derivatives were prepared in good yields from a base-catalyzed ring opening of oxadiazolo[3,2-a]pyrimidin-5-one and evaluated for their antibacterial and cytotoxicity. Most of the compounds exhibited antibacterial activity. In particular, compounds 5b and 5k exhibited considerable antibiotic activity against Klebsiella pneumonia and Bacillus cereus. In addition, compounds 5g and 5i also inhibited the growth of two human tumor cell lines (A549 and H460) at micromolar concentrations.

Enantioselective Synthesis of 2-Aminomethyl and 3-Amino Pyrrolidines and Piperidines through 1,2-Diamination of Aldehydes

An efficient method for the synthesis of 1,2-diamines from aldehydes through proline-catalyzed asymmetric α-amination followed by reductive amination is reported. The products resemble those obtained through direct asymmetric diamination of terminal alkenes. The methodology is used to synthesize 2-aminomethyl and 3-amino pyrrolidines and piperidines in high yields and with a good enantioselectivity. The usefulness of the method is demonstrated through the synthesis of a 2-aminomethyl iminocyclitol.

Asymmetric synthesis of 3,4-anti- and 3,4-syn-substituted aminopyrrolidines via lithium amide conjugate addition

The diastereoselective conjugate addition of homochiral lithium amides to methyl 4-(N-allyl-N-benzylamino)but-2-enoate has been used as the key step in a simple and efficient protocol for the preparation of 3,4-substituted aminopyrrolidines. This protocol provides a complementary and stereoselective route to both anti- and syn-3-amino-4-alkylpyrrolidines as well as anti- and syn-3-hydroxy-4-aminopyrrolidines, in high de and ee via β-amino enolate functionalisation. This methodology has been applied to the synthesis of anti-(3S,4S)- and syn-(3R,4S)-3-methoxy-4-(N-methylamino)pyrrolidine. The Royal Society of Chemistry.