手性3,5-二甲基-2-芳基-2-吗啉醇盐酸盐的合成及其晶体结构

以(S)-2-氨基丙醇为手性源与α-溴-3-氯苯丙酮反应, (R)-2-氨基丙醇为手性源与6-甲氧基-2-(2-溴丙酰基)萘反应, 分别合成了手性纯化合物(2R,3R,5S)-3,5-二甲基-2-(3-氯苯基)-2-吗啉醇盐酸盐(4a)和(2S,3S,5R)-3,5-二甲基-2-(6-甲氧基-2-萘基)-2-吗啉醇盐酸盐(4b), 利用X射线单晶衍射仪测定了两化合物的晶体结构和两化合物的空间结构, 并初步分析两化合物空间结构, 化合物4a晶体属正交晶系, 空间群为P2₁2₁2, 晶胞参数为: a＝0.8718(2) nm, b＝0.7883(2) nm, c＝2.0247(6) nm, Z＝4, V＝1.3915(7) nm³, D_c＝1.328 g/cm³, F(000)＝584, R₁＝0.0399, wR₂＝0.0797, S＝1.042. 化合物4b晶体属正交晶系, 空间群为P2₁2₁2₁, 晶胞参数为: a＝0.71035 (9) nm, b＝0.77703(10) nm, c＝2.9820(4) nm, Z＝4, V＝1.6318(4) nm³, D_c＝1.318 g/cm³, F(000)＝688, R₁＝0.0520, wR₂＝0.1108, S＝0.994.

Synthesis and Crystal Structure of Chiral 2-Aryl-3,5-dimethyl-2- morpholinol Hydrochloride

Enantiopure compound(2R,3R,5S)-3,5-dimethyl-2-(3-chlorophenyl)-2-morpholinol hydrochloride (4a)was synthesized from(S)-2-amino-1-propanol and 2-bromo-m-chloropropiophenone,and(2S,3S,5R)-3,5- dimethyl-2-(6-methoxy-2-naphthyl)-2-morpholinol hydrochloride(4b)was from the enantioisomer(R)-2- amino-1-propanol and 6-methoxy-2-(2-bromopropionyl)naphthalene.Their crystal structures and absolute con- figurations were determinated by X-ray diffraction experiment and their stereo-structures were tentatively dis- cussed.The compound 4a crystal belongs to orthorhombic system with space group P2_12_12 and cell parame- ters:a=0.8718(2)nm,b=0.7883(2)nm,c=2.0247(6)nm,Z=4,V=1.3915(7)nm~3,D_c=1.328 g/cm~3, F(000)=584,R_1=0.0399,wR_2=0.0797,S=1.042.The compound 4b crystal belongs to orthorhombic system with space group P2_12_12_1 and cell parameters:a=0.71035(9)nm,b=0.77703(10)nm,c=2.9820(4)nm,Z= 4,V=1.6318(4)nm~3,D_c=1.318g/cm~3,F(000)=688,R_1=0.0520,wR_2=0.1108,S=0.994.