1119238-24-2

Basic information

• Product Name: (3R)-1,2,3,4-TETRAHYDROQUINOLIN-3-OL
• Synonyms: (3R)-1,2,3,4-TETRAHYDROQUINOLIN-3-OL
• CAS NO: 1119238-24-2
• Molecular Formula: C9H11NO
• Molecular Weight: 149.18974
• Mol File: 1119238-24-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R)-1,2,3,4-TETRAHYDROQUINOLIN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-1,2,3,4-TETRAHYDROQUINOLIN-3-OL(1119238-24-2)
• EPA Substance Registry System: (3R)-1,2,3,4-TETRAHYDROQUINOLIN-3-OL(1119238-24-2)

Safety Data

• Hazardous Substances Data: 1119238-24-2(Hazardous Substances Data)

Usage

General Description

(3R)-1,2,3,4-Tetrahydroquinolin-3-ol is a chemical compound with a complex molecular structure. It is a tetrahydroquinoline derivative, which means it contains a quinoline ring with a saturated tetrahydrofuran ring. The "3R" designation indicates the stereochemistry of the molecule, with the hydroxyl group attached to the third carbon in the ring being in the R configuration. (3R)-1,2,3,4-TETRAHYDROQUINOLIN-3-OL may have potential applications in medicinal chemistry due to its structural features and potential pharmacological activities. Further research is needed to fully understand the properties and potential uses of (3R)-1,2,3,4-Tetrahydroquinolin-3-ol.

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Relevant articles and documents

Proline catalyzed sequential α-aminooxylation or -amination/reductive cyclization of o-nitrohydrocinnamaldehydes: A high yield synthesis of chiral 3-substituted tetrahydroquinolines

A new sequential organocatalytic method for the synthesis of chiral 3-substituted (X = OH, NH2) tetrahydroquinoline derivatives (THQs) [ee up to 99%, yield up to 87%] based on α-aminooxylation or -amination followed by reductive cyclization of o-nitrohydrocinnamaldehydes has been described. This methodology has been efficiently demonstrated in the synthesis of two important bioactive molecules namely (-)-sumanirole (96% ee) and 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxy-quinolin-1(2H)-yl]propanone (92% ee). The Royal Society of Chemistry 2013.

Enantioselective Synthesis of Boryl Tetrahydroquinolines via Cu-Catalyzed Hydroboration

A Cu-catalyzed regio- and enantioselective hydroboration of 1,2-dihydroquinolines with high yields and excellent enantioselectivities (up to 98% ee) was presented. This method could be applied in the asymmetric synthesis of the important intermediates used in the enantioselective synthesis of the potential agent Sumanirole for the treatment of Parkinson's disease and of the potentially interesting positive inotropic agent (S)-903.

A PROCESS FOR SYNTHESIS OF CHIRAL 3-SUBSTITUTED TETRAHYDROQUINOLINE DERIVATIVES

The present invention relates to novel and concise process for the construction of chiral 3-substituted tetrahydroquinoline derivatives based on proline catalyzed asymmetric α-functionalization of aldehyde, followed by in situ reductive cyclization of nitro group under catalytic hydrogenation condition with high optical purities. Further the invention relates to conversion of derived chiral 3-substituted tetrahydroquinoline derivatives into therapeutic agents namely (-)-sumanirole (96% ee) and 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxy-quinolin-1(2H)-yl]propanone[(S)-903] (92% ee).