一种异吲哚啉衍生物的合成及晶体结构

Synthesis and crystal structure of an isoindoline derivative

报道一种结构新颖的异吲哚啉衍生物——5-氨基-5-氧代-4-[1-氧代-4-(2-氧代吡咯烷-1-基)异吲哚啉-2-基]戊酸(化合物1)的合成及晶体结构。5-氨基-5-氧代-4-[1-氧代-4-(2-氧代吡咯烷-1-基)异吲哚啉-2-基]戊酸甲酯(化合物2)在碱性条件下发生酯水解反应得到化合物1。随后,优化并确定反应的适宜条件为:在反应溶剂为四氢呋喃与水的混合物(体积比为3∶1)、反应温度为40℃、反应时间为2h的条件下,化合物1的收率达到92.2%(以化合物2计)。通过X-射线单晶衍射对产物晶体结构进行表征,确定该晶体结构属于三斜晶系,P-1空间群,晶胞参数a=8.3683(3)?、b=9.1873(3)?、c=11.3782(4)?,α=96.5530(10)°、β=108.3680(10)°、γ=92.4290(10)°,体积V=821.94(5)?3,单个晶胞中所含分子数Z=2,单个晶胞密度Dc=1.395g/cm3,衍射线波长μ=0.104mm-1,单胞中电子数目F(000)=364.0。

The synthesis and crystal structure of a novel isoindoline derivative 5-amino-5-oxo-4-(1-oxo-4-(2-oxopyrrolidin-1-yl)isoindolin-2-yl)pentanoic acid(compound 1)was reported.Compound 1 was obtained by an ester hydrolysis reaction of 5-amino-5-oxo-4-[1-oxo-4-(2-oxopyrrolidine-1-yl)isoindoline-2-yl] valerate(compound 2)in alkaline conditions.Subsequently,the optimal conditions for the reaction were optimized and determined as follows:the reaction solvent was a mixture of tetrahydrofuran and water(volume ratio was 3:1),the reaction temperature was 40℃,and the reaction time was 2h,the yield of the product was 92.2%(calculated as compound 2).Finally,the crystal structure of the product was characterized by X-ray single crystal diffraction,and it was confirmed that the crystal structure belongs to the triclinic system,P-1 space group,cell parameters a=8.3683(3)A,b=9.1873(3)A,c=11.3782(4)A;α=96.5530(10),β=108.3680(10)=92.4290(10)°;V=821.94(5)A3,number of molecules in single cell Z=2,single cell density D,=1.395g/cm,diffraction wavelengthμ=0.104mm-1,number of electrons in single cell F(000)=364.0.