115651-77-9

Usage

Uses

Given the limited information available on the specific uses of (1R,2S)-2-Di-N-Butylamino-1-Propanol, it is not possible to list its applications across different industries with certainty. However, based on the general properties of tertiary alcohols, potential uses may include:
Used in Pharmaceutical Industry:
(1R,2S)-2-Di-N-Butylamino-1-Phenyl-1-Propanol could be used as an intermediate in the synthesis of pharmaceutical compounds due to its unique structure, potentially contributing to the development of new drugs.
Used in Chemical Synthesis:
As a tertiary alcohol, (1R,2S)-2-Di-N-Butylamino-1-Phenyl-1-Propanol may serve as a reactant or building block in the synthesis of various organic compounds for research or industrial applications.
Used in Material Science:
(1R,2S)-2-DI-N-BUTYLAMINO-1-PHENYL-1-PROPANOL's specific structural features might allow it to be used in the development of new materials with unique properties, such as in polymers or coatings.

InChI:InChI=1/C17H29NO/c1-4-6-13-18(14-7-5-2)15(3)17(19)16-11-9-8-10-12-16/h8-12,15,17,19H,4-7,13-14H2,1-3H3/t15-,17-/m0/s1

Upstream product

• 542-69-8 1-iodo-butane 
• 492-41-1 (1R,2S)-norephedrine 
• 109-65-9 1-bromo-butane 

Relevant academic research and scientific papers

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.

A high-throughput screening protocol for fast evaluation of enantioselective catalysts

A new high-throughput screening protocol that allows fast evaluation of enantioselective catalysts has been developed. The usefulness of norephedrine-derived β-amino alcohols as catalysts for the enantioselective alkylation of prochiral aldehydes has been determined by simultaneous screening of three representative substrates. GC analysis of the crude product mixture using a selectively modified cyclodextrin as the chiral stationary phase avoids timeconsuming workup procedures. The chemical yield, enantioselectivity, substrate specificity, and catalytic activity of the chiral catalysts as well as the induced absolute configuration have been determined in a single screening experiment and two short GC runs.

Enantioselective Addition of Diethylzinc to α-Branched Aldehydes

Reaction of diethylzinc with α-branched aldehydes in the presence of a catalytic amount of (1R,2S)-(-)-1-phenyl-2-piperidinopropane-1-thiol 1 provided the corresponding secondary alcohols in almost 100percent enantiomeric excess.

Chiral Arene Chromium Tricarbonyl Complexes as Enantioselective Catalysts: Highly Selective 1,2-Alkyl Additions to Aldehydes

The preparation of a rationally designed catalyst system derived from norephedrine is reported.The key stereodirective element emanates from a chromium tricarbonyl group complexed to one face of the aryl ring.The catalysts mediate the addition of diethyl zinc to a variety of aldehydes with extremely high enantioselectivity.Key Words: enantioselective catalyst; norephedrine; arene chromium tricarbonyl; diethyl zinc; chiral 1,2-addition

Chiral N,N-Dialkylnorephedrines as Catalysts of the Highly Enantioselective Addition of Dialkylzincs to Aliphatic and Aromatic Aldehydes. The Asymmetric Synthesis of Secondary Aliphatic and Aromatic Alcohols of High Optical Purity

The chiral N,N-dialkylnorephedrine-catalyzed addition of dialkylzincs to aliphatic and aromatic aldehydes afforded secondary alcohols of high optical purity (to > 95percent ee).Among the N,N-di(primary alkyl)norephedrines, N,N-di-n-butylnorephedrine (DBNE, 3d) was found to be the most effective catalyst. 1-Phenyl-2-(1-pyrrolidinyl)propan-1-ol (3i) and N,N-diallylnorephedrine (3j) were also highly effective catalysts.The method described provides optically active secondary aliphatic alcohols of high optical purity which cannot be prepared by conventional methods.