131878-23-4

Basic information

• Product Name: (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE
• Synonyms: (R)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(R)-(1-BENZYL-PYRROLIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL(R)-1-BENZYLPYRROLIDIN-3-YLCARBAMATE;CARBAMIC ACID,[(3R)-1-(PHENYLMETHYL)-3-PYRROLIDINYL]-,1,1-DIMETHYLETHYL ESTER;(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE 98+%;(R)-1-BENZLY-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(R)-1-BENZYL-3-N-BOC-AMINO-PYRROLIDINE
• CAS NO: 131878-23-4
• Molecular Formula: C₁₆H₂₄N₂O₂
• Molecular Weight: 276.37
• Product Categories: 3-Aminopyrrolidines;Chiral 3-Aminopyrrolidines
• Mol File: 131878-23-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 77-81 °C(lit.)
• Boiling Point: 385.142 °C at 760 mmHg
• Flash Point: 186.727 °C
• Appearance: /
• Density: 1.08
• Vapor Pressure: 3.89E-06mmHg at 25°C
• Refractive Index: 18.5 ° (C=2, EtOH)
• Storage Temp.: 2-8°C
• Solubility: almost transparency in Methanol
• PKA: 12.31±0.20(Predicted)
• CAS DataBase Reference: (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE(131878-23-4)
• EPA Substance Registry System: (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE(131878-23-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 131878-23-4(Hazardous Substances Data)

Usage

General Description

"(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE" is a chemical compound that consists of a pyrrolidine ring, a nitrogen heterocyclic compound, which is functionalized with a benzyl group at one position and a tert-butoxycarbonylamino group at another position. The presence of the (3R) in the name refers to the stereochemistry of the compound, indicating that it is a chiral molecule with one stereocenter, which is present in the (+) or R configuration. The tert-butoxycarbonylamino group is often used in organic synthesis as a protecting group for amines. The exact properties, such as solubility, melting point, or boiling point would depend on factors such as purity and specific environmental conditions. The compound can be used in research or industrial contexts, for instance in the synthesis of other complex molecules.

InChI:InChI=1/C16H24N2O2/c1-16(2,3)20-15(19)17-14-9-10-18(12-14)11-13-7-5-4-6-8-13/h4-8,14H,9-12H2,1-3H3,(H,17,19)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 131852-54-5 (3R)-(-)-1-benzyl-3-aminopyrrolidine hydrochloride 
• 100-52-7 benzaldehyde 
• 122536-77-0 3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine 
• 397246-14-9 (1-(hydroxymethyl)-3-hydroxypropyl)carbamic acid tert-butyl ester 
• 130622-08-1 (2R)-2-tert-butoxycarbonylamino-succinic acid dimethyl ester 
• 118354-71-5 (S)-methanesulfonic acid 1-benzylpyrrolidin-3-yl ester 
• 116143-03-4 (3R)-3-azido-1-(phenylmethyl)pyrrolidine 
• 101385-90-4 (S)-N-benzyl-3-hydroxypyrrolidine 
• 114715-39-8 (R)-1-benzyl-3-aminopyrrolidine 
• 100-46-9 benzylamine 
• 322691-00-9 2-(tert-butoxycarbonylamino)-butane-1,4-diyl dimethanesulfonate 

Downstream Products

• 762286-32-8 (1-benzyl-(3R)-pyrrolidin-3-yl)methylcarbamic acid tert-butyl ester 
• 114715-39-8 (R)-1-benzyl-3-aminopyrrolidine 
• 1634-04-4 tert-butyl methyl ether 
• 122536-77-0 3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine 
• 762285-78-9 (1-cyclohexyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester 
• 144043-17-4 (3R)-1-benzyl-N-methylpyrrolidin-3-amine 

Relevant articles and documents

JANUS KINASE 1 SELECTIVE INHIBITOR AND PHARMACEUTICAL USE THEREOF

Janus kinase 1 selective inhibitors and pharmaceutical use thereof are provided.

Development of selective inhibitors for the treatment of rheumatoid arthritis: (R)-3-(3-(Methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)pyrrolidin-1-yl)-3-oxopropanenitrile as a JAK1-selective inhibitor

A series of 3(R)-aminopyrrolidine derivatives were designed and synthesized for JAK1-selective inhibitors through the modification of tofacitinib's core structure, (3R,4R)-3-amino-4-methylpiperidine. From the new core structures, we selected (R)-N-methyl-N-(pyrrolidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine as a scaffold for further SAR studies. From biochemical enzyme assays and liver microsomal stability tests, (R)-3-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)pyrrolidin-1-yl)-3-oxopropanenitrile (6) was chosen for further in vivo test through oral administration. Compound 6 showed improved selectivity for JAK1 compared to that of tofacitinib (IC50 11, 2.4 × 102, 2.8 × 103, and 1.1 × 102 nM for JAK1, JAK2, JAK3, and TYK2, respectively). In CIA and AIA model tests, compound 6 exhibited similar efficacy to tofacitinib citrate.

Synthesis and structure-activity relationships of naphthamides as dopamine D3 receptor ligands

A series of naphthamides were synthesized, and the affinities of these compounds were determined for dopamine D2 and D3 receptors using radioligand binding techniques. The naphthamide compounds that were prepared include N-(1- alkylp