87335-43-1

Basic information

• Product Name: (1R,2S)-1-phenyl-2-(isopropylmethylamino)propanol
• Synonyms: (1R,2S)-1-phenyl-2-(isopropylmethylamino)propanol
• CAS NO: 87335-43-1
• Molecular Weight: 207.316
• Mol File: 87335-43-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1R,2S)-1-phenyl-2-(isopropylmethylamino)propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-1-phenyl-2-(isopropylmethylamino)propanol(87335-43-1)
• EPA Substance Registry System: (1R,2S)-1-phenyl-2-(isopropylmethylamino)propanol(87335-43-1)

Safety Data

• Hazardous Substances Data: 87335-43-1(Hazardous Substances Data)

Upstream product

• 299-42-3 ephedrine 
• 75-26-3 isopropyl bromide 
• 67-64-1 acetone 
• 75-30-9 2-iodo-propane 
• 50-00-0 formaldehyd 
• 492-41-1 (1R,2S)-norephedrine 
• 112137-99-2 (1R,2S)-2-(isopropylamino)-1-phenyl-1-propanol 
• 51018-29-2 (4S)-2,2,3,4r-tetramethyl-5c-phenyl-oxazolidine 

Relevant articles and documents

Asymmetric Sulfinylations of N-Methylephedrine-Modified Tri- or Tetraalkyl Zincates by Symmetric Diaryl Sulfoxides

Diethylzinc was treated with 1 or 2 equiv. of AlkMgCl or PhMgBr (preferably) or with 1 equiv. of nBuLi (less efficiently) for forming species – plausibly zincates – which were sulfinylated by diaryl sulfoxides to give racemic alkyl aryl sulfoxides in yields reaching 100 %. Dialkylzinc reagents were also activated by treatments with 1 or 2 equiv. of an enantiomerically pure alkylmagnesium β-aminoalkoxide. This worked best when the alkoxide stemmed from a dialkylmagnesium reagent and an equimolar amount of N-methyl-(–)-ephedrine. This second activation mode allowed sulfinylations of what was originally the dialkylzinc reagent with diaryl sulfoxides. This generated alkyl aryl sulfoxides with enantiomeric ratios up to 93:7 in up to 100 % yield.

Dimethylzinc-mediated, enantioselective synthesis of propargylic amines

A one-pot, enantioselective synthesis of N-aryl propargylic amines, using alkynylation reagents obtained from dimethylzinc and terminal acetylenes in combination with various aldehydes and o-methoxyaniline as starting materials, has been developed. Enanti

The Reductive Cleavage of Cyclic Aminol Ethers to N,N-Dialkylamino-derivatives: Modifications to the Eschweiler-Clarke Procedure

The reductive cleavage of cyclic aminol ethers to give N-alkylamino-derivatives in very high yields can be achieved using chlorotrimethylsilane in the presence of sodium cyanoborohydride: in the case of cyclic aminol ethers derived from formaldehyde the Eschweiler-Clarke reaction can be carried out in formic acid heated under reflux in the absence of formaldehyde.