860173-98-4

Basic information

• Product Name: (R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE
• Synonyms: (R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE;(R)-1,4-BENZODIOXAN-2-CARBOXYPIPERAZINE;(R)-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone;REF DUPL: (R)-1,4-Benzodioxan-2-carboxypiperazine;Methanone, [(2R)-2,3-dihydro-1,4-benzodioxin-2-yl]-1-piperazinyl-
• CAS NO: 860173-98-4
• Molecular Formula: C13H16N2O3
• Molecular Weight: 248.28
• Mol File: 860173-98-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 437.2°C at 760 mmHg
• Flash Point: 218.2°C
• Appearance: /
• Density: 1.246g/cm³
• Vapor Pressure: 7.62E-08mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: (R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE(860173-98-4)
• EPA Substance Registry System: (R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE(860173-98-4)

Safety Data

• Hazardous Substances Data: 860173-98-4(Hazardous Substances Data)

Usage

General Description

The chemical (R)-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-piperazin-1-yl-methanone is a compound with a molecular structure containing a benzodioxin ring, a piperazine group, and a ketone group. It is classified as a piperazinone, a type of organic compound, and it is typically used in pharmaceutical research and development as a potential drug candidate. The compound's specific properties and potential uses would require further investigation and testing. Additionally, its stereochemistry indicates that it is the R enantiomer, which may have implications for its biological activity and interaction with other molecules in a physiological system.

InChI:InChI=1/C13H16N2O3/c16-13(15-7-5-14-6-8-15)12-9-17-10-3-1-2-4-11(10)18-12/h1-4,12,14H,5-9H2/t12-/m1/s1

Upstream product

• 77948-59-5 2-(chlorocarbonyl)-1,4-benzodioxin 
• 120-80-9 benzene-1,2-diol 
• 67471-01-6 1,4-benzodioxin-2-carboxylic acid 
• 533-58-4 2-Iodophenol 
• 98572-00-0 (S)-2-hydroxymethyl-1,4-benzodioxane 
• 62501-71-7 (S)-2-benzyloxymethyl-2,3-dihydrobenzodioxane 
• 1219800-50-6 (R)-tert-butyl 4-(2,3-dihydrobenzo[b][1,4]dioxine-2-carbonyl)piperazine-1-carboxylate 
• 70918-53-5 (+)-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid 
• 3663-79-4 methyl 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylate 
• 650597-66-3 (R)-methyl 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylate 

Downstream Products

• 104874-86-4 (R)-doxazosin 

Relevant articles and documents

Enantioselective Access to Chiral 2-Substituted 2,3-Dihydrobenzo[1,4]dioxane Derivatives through Rh-Catalyzed Asymmetric Hydrogenation

Rh-catalyzed asymmetric hydrogenation of various benzo[b][1,4]dioxine derivatives was successfully developed to prepare chiral 2-substituted 2,3-dihydrobenzo[1,4]dioxane derivatives using ZhaoPhos and N-methylation of ZhaoPhos ligands with high yields and excellent enantioselectivities (up to 99% yield, >99% enantiomeric excess (ee), turnover number (TON) = 24 000). Moreover, this asymmetric hydrogenation methodology, as the key step with up to 10 000 TON, was successfully applied to develop highly efficient synthetic routes for the construction of some important biologically active molecules, such as MKC-242, WB4101, BSF-190555, and (R)-doxazosin·HCl.

A facile approach to chiral 1,4-benzodioxane toward the syntheses of doxazosin, prosympal, piperoxan, and dibozane

The process describes the concise synthesis of (R/S)-enantiomers of doxazosin, an antidepressant drug and α-adrenergic receptor antagonists like prosympal, piperoxan, and dibozane in practical yields from easily available (R)-2,3-O-cyclohexylidene-d-glyce