50505-81-2Relevant academic research and scientific papers
Co-Catalyzed Synthesis of Primary Amines via Reductive Amination employing Hydrogen under very mild Conditions
Elfinger, Matthias,Sch?nauer, Timon,Thom?, Sabrina L. J.,St?glich, Robert,Drechsler, Markus,Zobel, Mirijam,Senker, Jürgen,Kempe, Rhett
, p. 2360 - 2366 (2021)
Nanostructured and reusable 3d-metal catalysts that operate with high activity and selectivity in important chemical reactions are highly desirable. Here, a cobalt catalyst was developed for the synthesis of primary amines via reductive amination employing hydrogen as the reducing agent and easy-to-handle ammonia, dissolved in water, as the nitrogen source. The catalyst operates under very mild conditions (1.5 mol% catalyst loading, 50 °C and 10 bar H2 pressure) and outperforms commercially available noble metal catalysts (Pd, Pt, Ru, Rh, Ir). A broad scope and a very good functional group tolerance were observed. The key for the high activity seemed to be the used support: an N-doped amorphous carbon material with small and turbostratically disordered graphitic domains, which is microporous with a bimodal size distribution and with basic NH functionalities in the pores.
Preparation method of chiral alpha-methyl arylethylamine
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Paragraph 0077; 0081-0083, (2021/06/09)
The invention provides a preparation method of chiral alpha-methyl arylethylamine, and relates to the technical field of organic synthesis medicines. Boc-amino acid methyl ester is used as an initial raw material, Boc-amino alcohol is obtained through reduction, Boc-amino alcohol reacts with thionyl chloride and is oxidized through sodium periodate to obtain a sulfonamide compound, and then the sulfonamide compound is reduced through sodium borohydride promoted by lewis acid and a protecting group is removed under the acidic condition to obtain a target compound. According to the method, raw materials are cheap and easy to obtain, a single optical isomer product is obtained by using chiral raw materials, the problem of column chromatography resolution is solved, generation of a large amount of solid wastes and isomers is avoided, atom economy is improved, the product purity is high, the yield is high, and the production cost is effectively reduced. In addition, the mild reduction system is used for replacing the original high-pressure hydrogenation reaction, the process operation is relatively simple, and the method is more suitable for large-scale industrial production.
Application of “Smart” Amine Donors for Rapid Screening and Scale-Up of Transaminase-Mediated Biotransformations
Gomm, Andrew,Grigoriou, Stylianos,Peel, Christopher,Ryan, James,Mujtaba, Nafees,Clarke, Thomas,Kulcinskaja, Evelina,O'Reilly, Elaine
supporting information, p. 5282 - 5284 (2018/09/14)
The “smart” amine donors o-xylylenediamine and cadaverine were employed for the rapid screening of a large ketone library and subsequent preparative-scale synthesis of selected compounds using a commercially available amine transaminase, ATA256. The methodology enables both screening and preparative-scale biotransformations to be performed with a single enzyme and simplifies the generation of sp3-rich small-molecule libraries.
PROCESS FOR PREPARING ISOMERS OF CARMOTEROL
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Page/Page column 49-50, (2008/12/07)
A process for preparing a compound of formula (III) comprising condensing an oxiranyl compound of formula (I) with an amine of formula (II) or a salt thereof wherein: R1 is a group selected from alkyl, aryl, allyl, alkoxy, cycloalkyl, heterocyclic, alkenyl, benzocycloalkyl, aralkyl, haloarylalkyl, heteroaralkyl, haloalkyl, alkoxyaralkyl, substituted silyl and benzyl; and R2 is hydrogen, optionally substituted silyl or optionally substituted benzyl. Formula (I), (II) and (III): There is also described a process for preparing (R,R)-carmoterol from compound (III).
A simple and efficient procedure for the synthesis of optically active 4-methoxy-α-methylphenylethylamine from tyrosine
Kohno, Harumichi,Iwakuma, Takeo,Yamada, Koichiro
, p. 1935 - 1945 (2007/10/03)
Optically active 4-methoxy-α-methylphenylethylamine (1), a useful chiral building block in medicinal chemistry, was synthesized from L- or D- tyrosine by using a simple and efficient procedure via one-pot zinc reduction of the corresponding O-tosylate (4) in the presence of H2O and NaI in pure form.
