2-{[(1S,2S)-1-Hydroxy-1-phenylpropan-2-yl](methyl)amino}-N-(3-methylphenyl)acetamide

IUCrData Pub Date : 2025-07-01 DOI:10.1107/S2414314625005784

Sarvinoz Bobonazarova , Batirbay Torambetov , Dilnoza Burieva , Anvar Abdushukurov , Shakhnoza Kadirova , Rasul Ya Okmanov , Mukhriddin Yusufov

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Abstract

A chiral compound, m-TAP, was synthesized and its crystal structure was determined, revealing key stereochemical and supramolecular features.

The title compound, C₁₉H₂₄N₂O₂ (m-TAP), was synthesized via the reaction of 2-chloro-N-(m-tolyl)acetamide with pseudoephidrine. It crystallizes in the monoclinic crystal system with a non-centrosymmetric chiral space group P2₁ (No. 4). The asymmetric unit comprises a single molecule. The dihedral angle between the phenyl rings is 89.20 (10)°. m-TAP contains two chiral centers at the C7 and C8 positions, both with an absolute configuration of S.

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2 - {((1 s, 2 s) 1-hy-droxy-1-phenyl-propan-2-yl)(甲基)氨基}- n -乙酰胺(3-methyl-phen-yl)。

以2-氯- n -（间甲酰基）乙酰胺与伪麻黄碱为原料合成了标题化合物C19H24N2O2 （m-TAP）。它在单斜晶系中结晶，具有非中心对称的手性空间群P21 （No. 4）。不对称单元由单个分子组成。苯环之间的二面角为89.20（10）°。m-TAP在C7和C8位置有两个手性中心，绝对构型均为S。

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