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199186-68-0

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199186-68-0 Usage

General Description

(S)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquioline is a chemical compound that belongs to the class of tetrahydroquinolines, which are heterocyclic organic compounds with a six-membered ring containing one nitrogen atom. It is a chiral molecule, meaning it has a non-superimposable mirror image. (S)-6-fluoro-2-methyl-1,2,3,4- tetrahydroquioline is characterized by the presence of a fluoro and a methyl group, as well as a tetrahydroquinoline ring structure. Tetrahydroquinolines are of interest in medicinal chemistry, particularly in drug design and development, due to their diverse biological activities, including antipsychotic, antihypertensive, and anti-inflammatory properties. The (S)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquioline may have potential applications in pharmaceutical research and the synthesis of new therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 199186-68-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,9,1,8 and 6 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 199186-68:
(8*1)+(7*9)+(6*9)+(5*1)+(4*8)+(3*6)+(2*6)+(1*8)=200
200 % 10 = 0
So 199186-68-0 is a valid CAS Registry Number.

199186-68-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline

1.2 Other means of identification

Product number -
Other names (S)-6-FLUORO-2-METHYL-1,2,3,4-TETRAHYDROQUIOLINE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:199186-68-0 SDS

199186-68-0Downstream Products

199186-68-0Relevant articles and documents

Low-Temperature Nickel-Catalyzed C?N Cross-Coupling via Kinetic Resolution Enabled by a Bulky and Flexible Chiral N-Heterocyclic Carbene Ligand

Hong, Xin,Shi, Shi-Liang,Wang, Zi-Chao,Xie, Pei-Pei,Xu, Youjun

supporting information, p. 16077 - 16084 (2021/06/17)

The transition-metal-catalyzed C?N cross-coupling has revolutionized the construction of amines. Despite the innovations of multiple generations of ligands to modulate the reactivity of the metal center, ligands for the low-temperature enantioselective amination of aryl halides remain a coveted target of catalyst engineering. Designs that promote one elementary reaction often create bottlenecks at other steps. We here report an unprecedented low-temperature (as low as ?50 °C), enantioselective Ni-catalyzed C?N cross-coupling of aryl chlorides with sterically hindered secondary amines via a kinetic resolution process (s factor up to >300). A bulky yet flexible chiral N-heterocyclic carbene (NHC) ligand is leveraged to drive both oxidative addition and reductive elimination with low barriers and control the enantioselectivity. Computational studies indicate that the rotations of multiple σ-bonds on the C2-symmetric chiral ligand adapt to the changing needs of catalytic processes. We expect this design would be widely applicable to diverse transition states to achieve other challenging metal-catalyzed asymmetric cross-coupling reactions.

Acylative kinetic resolution of racemic heterocyclic amines with (R)-2-phenoxypropionyl chloride

Vakarov, Sergey A.,Gruzdev, Dmitry A.,Chulakov, Evgeny N.,Sadretdinova, Liliya Sh.,Tumashov, Andrey A.,Pervova, Marina G.,Ezhikova, Marina A.,Kodess, Mikhail I.,Levit, Galina L.,Krasnov, Victor P.,Charushin, Valery N.

supporting information, p. 1231 - 1237 (2016/11/23)

The acylative kinetic resolution of racemic heterocyclic amines such as 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines, 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine, 2-methyl-1,2,3,4-tetrahydro-quinolines and 2-methylindoline with enantiopure (R)-2-phenoxypropionyl chloride has been studied. It has been found that acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine proceeds with the best stereoselectively when compared with other racemic amines. An efficient method for the preparation of (S)-3,4-dihydro-3-methyl-2H-[1,4]benzothiazine (99.4% ee) via a kinetic resolution protocol was developed. The possibility of recycling (R)-2-phenoxypropionic acid has been demonstrated.

Efficient enantioselective hydrogenation of quinolines catalyzed by conjugated microporous polymers with embedded chiral BINAP ligand

Wang, Xu,Li, Jun,Lu, Shengmei,Liu, Yan,Li, Can

, p. 1170 - 1174 (2015/09/01)

Chiral Ir complexes were successfully used in the asymmetric hydrogenation of olefins, ketones, and quinolines. However, almost all the catalytic systems could not tolerate a high catalyst loading because of the formation of an irreversible iridium dimer and trimer during the reaction. It is expected that higher catalytic activity may be achieved if the Ir-complexes were isolated in space. The development of conjugated microporous polymers (CMPs) gives the opportunity for the spatial separation of the complexes. A series of chiral CMPs based on the chiral (R)-BINAP ligand (BINAP-CMPs) with different surface areas were synthesized. The BINAP ligands were separately distributed in the framework and were three times more active than the homogeneous catalyst (TOF 340 h-1 VS 100 h-1) for the asymmetric hydrogenation of quinolines.

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