63492-82-0

Basic information

• Product Name: (S)-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: (S)-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER;(S)-methyl 1,2,3,4-tetrahydroquinoline-2-carboxylate;REF DUPL: (S)-1,2,3,4-Tetrahydro-quinoline-2-carboxylic acid methyl ester;2-Quinolinecarboxylic acid, 1,2,3,4-tetrahydro-, methyl ester, (2S)-;(R)-1,2,3,4-Tetrahydro-quinoline-2-carboxylic acid Methyl ester HCl;(S)-1,2,3,4-Tetrahydro-2-quinolinecarboxylic acid methyl ester
• CAS NO: 63492-82-0
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• Mol File: 63492-82-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 315 °C at 760 mmHg
• Flash Point: 144.3 °C
• Appearance: /
• Density: 1.125 g/cm³
• Vapor Pressure: 0.000449mmHg at 25°C
• Refractive Index: 1.532
• PKA: 3.08±0.40(Predicted)
• CAS DataBase Reference: (S)-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER(63492-82-0)
• EPA Substance Registry System: (S)-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER(63492-82-0)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• Hazardous Substances Data: 63492-82-0(Hazardous Substances Data)

Usage

General Description

(S)-1,2,3,4-Tetrahydro-quinoline-2-carboxylic acid methyl ester is a chemical compound with the molecular formula C12H15NO2. It is a methyl ester derivative of quinoline carboxylic acid, and it is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. This chemical is characterized by its aromatic ring structure and carboxylic acid functional group, and it has been identified as a potential building block for the development of new drug molecules. (S)-1,2,3,4-Tetrahydro-quinoline-2-carboxylic acid methyl ester has also been investigated for its potential pharmacological properties, including its role as a sedative and its potential anti-inflammatory effects. Overall, this compound has shown promise as a versatile and valuable intermediate in organic synthesis and drug development.

InChI:InChI=1/C11H13NO2/c1-14-11(13)10-7-6-8-4-2-3-5-9(8)12-10/h2-5,10,12H,6-7H2,1H3/t10-/m0/s1

Upstream product

• 78348-26-2 1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester hydrochloride 
• 1300730-72-6 2-(2-(2-hydroxyethyl)phenyl)isoindoline-1,3-dione 
• 5339-85-5 2-aminophenethyl alcohol 
• 67-56-1 methanol 
• 92976-98-2 1,2,3,4-tetrahydroquinolic acid 
• 63430-79-5 1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester 
• 19575-07-6 quinoline-2-carboxylic acid methyl ester 
• 93-10-7 quinoline-2-carboxylic acid 
• 71-36-3 butan-1-ol 
• 46185-24-4 1,2,3,4-tetrahydroquinoline-2-carboxylic acid 

Downstream Products

• 1294477-78-3 (S)-allyl 2-(mesitylcarbamoyl)-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1294477-79-4 (S)-N-mesityl-1,2,3,4-tetrahydroquinoline-2-carboxamide 
• 1294477-80-7 (S)-2,4,6-trimethyl-N-((1,2,3,4-tetrahydroquinolin-2-yl)methyl)benzenamine 
• 898533-05-6 (S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide 
• 75493-94-6 (S)-(-)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid 
• 898533-02-3 (S)-(-)-N-(4-(4-m-tolylpiperazin-1-yl)butyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide 
• 898533-27-2 (S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide 
• 157521-46-5 2-methyl (S)-(-)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxylate 

Relevant articles and documents

Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction

Biomimetic asymmetric reduction of 2-functionalized quinolines has been successfully developed with the chiral and regenerable NAD(P)H model CYNAM in the presence of transfer catalyst simple achiral phosphoric acids, providing the chiral 2-functionalized

P -Chiral, N -phosphoryl sulfonamide Br?nsted acids with an intramolecular hydrogen bond interaction that modulates organocatalysis

Br?nsted acids exemplified by OttoPhosa I (5c) were designed and evaluated in the asymmetric transfer hydrogenation of quinolines. Their catalytic properties are modulated by an intramolecular hydrogen bond that rigidifies their catalytic cavity, accelerates the reaction rate and improves enantioselectivity.

Enantioselective Copper-Catalyzed Intramolecular N?H Bond Insertion: Synthesis of Chiral 2-Carboxytetrahydroquinolines

The first highly enantioselective intramolecular N?H bond insertion was realized by using copper catalysts modified with chiral spirobisoxazoline ligands, which provides a novel strategy for the synthesis of chiral 2-carboxytetrahydroquinolines. This reaction features fast reaction rate, high yield, high enantioselectivity, and mild reaction conditions. (Figure presented.).