66264-83-3

Basic information

• Product Name: (R)-(-)-3-(4-METHOXYPHENYL)-1-METHYLPROPYLAMINE
• Synonyms: (R)-2-AMINO-4-(4-METHOXYPHENYL)BUTANE;(R)-(-)-3-(4-METHOXYPHENYL)-1-METHYLPROPYLAMINE;(R)-1-METHYL 3-(P-METHOXYPHENYL)-PROPYLAMINE
• CAS NO: 66264-83-3
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.26
• Mol File: 66264-83-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 276.6 ºC at 760 mmHg
• Flash Point: 116.4 ºC
• Appearance: /
• Density: 0.977 g/cm³
• Water Solubility: at 25 deg C (mg/L): 3756
• CAS DataBase Reference: (R)-(-)-3-(4-METHOXYPHENYL)-1-METHYLPROPYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-3-(4-METHOXYPHENYL)-1-METHYLPROPYLAMINE(66264-83-3)
• EPA Substance Registry System: (R)-(-)-3-(4-METHOXYPHENYL)-1-METHYLPROPYLAMINE(66264-83-3)

Safety Data

• Hazardous Substances Data: 66264-83-3(Hazardous Substances Data)

Usage

General Description

"(R)-(-)-3-(4-Methoxyphenyl)-1-methylpropylamine" is a chemical compound with a molecular formula of C11H17NO and a molecular weight of 179.26 g/mol. It is an organic compound that belongs to the class of amines, which are derivatives of ammonia in which one or more hydrogen atoms are replaced by organic groups. This particular compound contains a chiral center, meaning it exists as two enantiomers, with the (R)-(-)-3-(4-Methoxyphenyl)-1-methylpropylamine being the optical isomer. It is used as a building block in the synthesis of various pharmaceuticals and is also employed in the production of various chemicals and materials.

Upstream product

• 104-20-1 4-(4-methoxyphenyl)-2-butanone 
• 59092-94-3 (R)-rhododendrol 

Relevant articles and documents

Iterative Alanine Scanning Mutagenesis Confers Aromatic Ketone Specificity and Activity of L-Amine Dehydrogenases

Direct reductive amination of prochiral ketones catalyzed by amine dehydrogenases is attractive in the synthesis of active pharmaceutical ingredients. Here, we report the protein engineering of L-Bacillus cereus amine dehydrogenase to allow reactivity on synthetically useful aromatic ketone substrates using an iterative, multiple-site alanine scanning mutagenesis approach. Mutagenesis libraries based on molecular docking, iterative alanine scanning, and double-proximity filter approach significantly expand the scope of active pharmaceutical ingredients relevant building blocks. The eventual quintuple mutant (A115G/T136A/L42A/V296A/V293A) showed reactivity toward aromatic ketones 12 a (5-phenyl-pentan-2-one) and 13 a (6-phenyl-hexan-2-one), which have not been reported to serve as targets of reductive amination by currently available amine dehydrogenases. Docking simulation and tunnel analysis provided valuable insights into the source of the acquired specificity and activity.

Ir(I)-catalyzed enantioselective secondary sp3 C-H bond activation of 2-(alkylamino)pyridines with alkenes

A cationic Ir(I)-tolBINAP complex catalyzed an enantioselective C-C bond formation initiated by secondary sp3 C-H bond cleavage adjacent to a nitrogen atom. The reaction of 2-(alkylamino)pyridines with various alkenes gave chiral amines in good yields with high enantiomeric excesses.