52321-26-3

Basic information

• Product Name: (1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride
• CAS NO: 52321-26-3
• Molecular Weight: 185.097
• Mol File: 52321-26-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride(52321-26-3)
• EPA Substance Registry System: (1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride(52321-26-3)

Safety Data

• Hazardous Substances Data: 52321-26-3(Hazardous Substances Data)

Usage

Description

(1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride, also known as (1S,4S)-DMB-7, is a chiral bicyclic amine compound with a specific stereochemistry indicated by the (1S,4S) designation. It is commonly used as a catalyst in asymmetric organic synthesis reactions due to its ability to facilitate a wide range of chemical transformations with high enantioselectivity. The dihydrochloride form of (1S,4S)-DMB-7 is a water-soluble salt, making it suitable for use in aqueous reactions. Its unique structure and reactivity make it an important tool in the development of pharmaceuticals, agrochemicals, and other fine chemicals.

Uses

Used in Pharmaceutical Industry:
(1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride is used as a chiral catalyst for the synthesis of enantiomerically pure compounds, which are essential in the development of pharmaceuticals with improved efficacy and reduced side effects.
Used in Agrochemical Industry:
(1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride is used as a catalyst in the synthesis of chiral agrochemicals, enabling the production of more effective and selective pesticides and herbicides.
Used in Fine Chemicals Industry:
(1S,4S)-5-methyl-2,5-diazabicyclo<2.2.1>heptane dihydrochloride is used as a catalyst in the synthesis of enantiomerically pure fine chemicals, which are important building blocks for various applications, including fragrances, flavors, and specialty materials.

Upstream product

• 61478-27-1 (2S,4S)-N-(tert-butoxycarbonyl)-4-(p-toluenesulfonyloxy)-2-<(p-toluenesulfonyloxy)methyl>pyrrolidine 
• 244768-98-7 2-tert-butoxycarbonyl-5-methyl-2,5-diazabicyclo[2.2.1]heptane 

Downstream Products

• 138697-99-1 1-(2,4-Difluoro-phenyl)-6,8-difluoro-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 138698-00-7 8-Chloro-1-(2,4-difluoro-phenyl)-6-fluoro-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 138697-97-9 8-Chloro-6-fluoro-1-(4-fluoro-phenyl)-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 138697-95-7 6,8-Difluoro-1-(4-fluoro-phenyl)-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 138697-98-0 6-Fluoro-1-(4-fluoro-phenyl)-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid 
• 138808-67-0 1-(2,4-Difluoro-phenyl)-6-fluoro-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 138697-93-5 8-Chloro-1-cyclopropyl-6-fluoro-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 132339-22-1 1-Cyclopropyl-6,8-difluoro-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 138808-75-0 6-Fluoro-1-(4-fluoro-phenyl)-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 112398-08-0 danofloxacin 

Relevant articles and documents

Synthesis of substituted 2,5-diazabicyclo[2.2.1]heptanes

A new method is proposed for the synthesis of substituted 2,5-diazabicyclo[2.2.1]heptanes from 1-(tertbutoxycarbonyl)-4-tosyloxy-2-(tosyloxymethyl)pyrrolidine. 1H NMR spectroscopy indicated multiple conformations of 2-(tert-butoxycarbonyl)-2,5-