114715-39-8

Basic information

• Product Name: (R)-(-)-1-Benzyl-3-aminopyrrolidine
• Synonyms: R-BAP;(R)-3-AMINO-1-BENZYLPYRROLIDINE;(R)-3-AMINO-1-N-BENZYL-PYRROLIDINE;(R)-(-)-3-AMINO-N-BENZYLPYRROLIDINE;(R)-(-)-1-BENZYL-3-AMINOPYRROLIDINE;(R)-1-BENZYL-3-AMINOPYRROLIDINE;(R)-1-BENZYLPYRROLIDIN-3-AMINE;(R)-1-BENZYL-PYRROLIDIN-3-YLAMINE
• CAS NO: 114715-39-8
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.26
• EINECS: -0
• Product Categories: Amines and Anilines;Heterocycles;pharmacetical;Amines;Pyrrolidines;Pyrrole&Pyrrolidine&Pyrroline;Benzenes;3-Aminopyrrolidines;Amines (Chiral);Chiral 3-Aminopyrrolidines;Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound;Chiral Building Blocks;Heterocyclic Building Blocks
• Mol File: 114715-39-8.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 278-279 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.064 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000994mmHg at 25°C
• Refractive Index: n20/D 1.5450(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.74±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Air Sensitive
• BRN: 6477592
• CAS DataBase Reference: (R)-(-)-1-Benzyl-3-aminopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-Benzyl-3-aminopyrrolidine(114715-39-8)
• EPA Substance Registry System: (R)-(-)-1-Benzyl-3-aminopyrrolidine(114715-39-8)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN2735
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 114715-39-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

(R)-(-)-1-Benzyl-3-aminopyrrolidine is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

InChI:InChI=1/C11H16N2.ClH/c12-11-6-7-13(9-11)8-10-4-2-1-3-5-10;/h1-5,11H,6-9,12H2;1H/t11-;/m1./s1

Upstream product

• 118354-71-5 (S)-methanesulfonic acid 1-benzylpyrrolidin-3-yl ester 
• 100-39-0 benzyl bromide 
• 160348-02-7 N-benzyloxycarbonyl-D-asparagine methyl ester 
• 100-52-7 benzaldehyde 
• 131878-23-4 (3R)-1-benzyl-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine 
• 51535-00-3 methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate 
• 66832-28-8 1-benzyl-3-(hydroxyimino)pyrrolidine 
• 77-78-1 dimethyl sulfate 
• 1227263-77-5 (3S)-1-[(2-aminophenyll)methyl]pyrrolidin-3-ol 
• 116183-79-0 (3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine 
• 6159-55-3 (+)-vasicinol 
• 18471-40-4 1-Benzyl-3-aminopyrrolidine 
• 114715-35-4 (R)-3-methanesulfonyloxy-1-(phenylmethyl)-pyrrolidine 
• 101385-90-4 (R)-N-benzyl-3-hydroxypyrrolidine 

Downstream Products

• 131878-23-4 (3R)-1-benzyl-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine 
• 336191-80-1 Ethyl 3-[(1-benzyltetrahydro-1H-3-pyrrolyl)amino]-3-oxopropanoate 
• 574730-01-1 (6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-((R)-1-benzylpyrrolidin-3-yl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione 
• 782480-47-1 N-(1-benzyl-pyrrolidin-3-yl)-4-iodo-benzamide 

Relevant articles and documents

Synthesis method of 3-aminopyrrolidine dihydrochloride

The invention discloses a synthetic method of 3-aminopyrrolidine dihydrochloride. The synthetic method comprises the following steps: preparing benzyl-(3-ethoxy-3-alkenyl)-(1-vinyl ethoxy methyl) amine liquid; preparation of a 1-benzyl-3-pyrrolidone solution; preparation of a 1-benzyl-3-aminopyrrolidine solution; preparing a 1-benzyl-3-aminopyrrolidine salt; preparing a 3-aminopyrrolidine solution; the yield and purity of the 3-aminopyrrolidine dihydrochloride are improved by controlling the activity of the reaction main materials of each part in a segmented manner and carrying out a directional hydrogenation manner.

Development of the Late-Phase Manufacturing Process of ZPL389: Control of Process Impurities by Enhanced Process Knowledge

The development of the late-phase manufacturing process of the drug candidate ZPL389 and the strategies for the control of impurities are outlined in detail. Selective salt formation at several stages was pivotal to controlling the process impurities. The extensive optimization of the N-methylation of a Boc-protected amine with dimethyl sulfate and of a nucleophilic aromatic substitution without the use of metal catalysts led to a robust, scalable process. The process was demonstrated on a >100 kg scale. Overall, improved drug substance quality, higher yield, and reduction of the process mass intensity were achieved.

HETEROARYL COMPOUNDS AND THEIR USE AS MER INHIBITORS

Compounds of formula (I) [Formula should be inserted here] and a pharmaceutically acceptable salt thereof, wherein A, R1, R2, R3, R4, R5, R6, R7, R24, X, L, n and p are as defined in the specification, are useful for treating or preventing Mer tyrosine kinase receptor modulated disease or conditions. Also described are pharmaceutical compositions of compounds of formula (I), and methods for using such compounds and compositions.