- Preparation method of chiral alpha-methyl arylethylamine
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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.
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Paragraph 0077; 0081-0083
(2021/06/09)
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- PROCESS FOR PREPARING ISOMERS OF CARMOTEROL
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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).
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- A simple and efficient procedure for the synthesis of optically active 4-methoxy-α-methylphenylethylamine from tyrosine
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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.
- Kohno, Harumichi,Iwakuma, Takeo,Yamada, Koichiro
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p. 1935 - 1945
(2007/10/03)
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