211988-00-0

Basic information

• Product Name: (R)-1-Phenylhexan-1-aMine hydrochloride
• Synonyms: (R)-1-Phenylhexan-1-aMine hydrochloride;(R)-1-PHENYLHEXAN-1-AMINE-HCl;(1R)-1-phenylhexan-1-amine,hydrochloride
• CAS NO: 211988-00-0
• Molecular Formula: C₁₂H₁₉N
• Molecular Weight: 213.7469
• Mol File: 211988-00-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-1-Phenylhexan-1-aMine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-Phenylhexan-1-aMine hydrochloride(211988-00-0)
• EPA Substance Registry System: (R)-1-Phenylhexan-1-aMine hydrochloride(211988-00-0)

Safety Data

• Hazardous Substances Data: 211988-00-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-Phenylhexan-1-aMine hydrochloride is used as a key intermediate in the synthesis of various pharmaceuticals and bioactive compounds. Its unique stereochemistry allows for the development of enantiomerically pure drugs with improved efficacy and reduced side effects.
Used in Cold and Allergy Medications:
(R)-1-Phenylhexan-1-aMine hydrochloride is used as a decongestant in over-the-counter cold and allergy medications. As a sympathomimetic agent, it stimulates the alphaand beta-adrenergic receptors in the respiratory tract, helping to relieve nasal congestion and improve breathing.
Used in Drug Synthesis:
(R)-1-Phenylhexan-1-aMine hydrochloride serves as a valuable building block in the synthesis of a wide range of pharmaceuticals, including decongestants, stimulants, and other bioactive compounds. Its chiral nature enables the production of enantiomerically pure drugs, which can offer better therapeutic outcomes and reduced side effects compared to racemic mixtures.

Upstream product

• 693-25-4 n-pentylmagnesium bromide 
• 1023743-80-7 C₁₆H₂₇NOS 

Relevant articles and documents

Synthesis of highly enantiomerically enriched amines by the diastereoselective addition of triorganozincates to N-(tert-butanesulfinyl)imines

The reaction of triorganozincates with (R)-N-(tert-butanesulfinyl) imines gives the expected α-branched sulfinamides in good to excellent yields with diastereomeric ratios of up to 98:2. The N-sulfinyl group of the products can be easily removed by acidic treatment, affording the corresponding chiral primary amines in enantiomeric excesses of up to 96%. The reactivity and the selectivity shown by the triorganozincates are different from the ones observed with the corresponding Grignard reagents, which allows, in several cases, the preparation of both enantiomers of an amine from the same imine substrate. When mixed triorganozincates are used, one can take advantage of the slow transfer rate of the methyl group to use it as a non-transferable one. Both aromatic and aliphatic aldimines, as well as activated ketimines, are good substrates for these addition reactions.

Enantioselective syntheses of α-phenylalkanamines via intermediate addition of Grignard reagents to chiral hydrazones derived from (R)-(-)-2- aminobutan-1-ol

The hydrazine (R)-(-)-28 was obtained in four steps from 2-aminobutan- 1-ol (R)-(-)-11, and reacted with benzaldehyde to give the hydrazone (R)-(- )-29. Nucleophilic addition of various alkyl Grignard reagents to the latter yielded the corresponding trisubstituted hydrazines (R,R)-30a-g in 70-89% yields and having d.e.s=100% (1H and 13C NMR). Catalytic hydrogenolysis of these hydrazines afforded the corresponding (R)(+)-α-phenylalkanamines (R)- (+)-31a-g having e.e.s=90-92% (chiral GPC).