Chaudhuri N K, Ball T J, Finch N
Experientia. 1977 May 15;33(5):575-7. doi: 10.1007/BF01946504.
The absolute configuration of a novel chiral neuroleptic agent SU 23397 (I) was determined by ORD comparison of (+)-5-methoxy dihydro coumarilic acid (VIII), a synthetic precursor of SU 23397 (I), with (+)-dihydro coumarilic acid, whose absolute configuration is known. This assignment was confirmed by oxidative degradation of (+)-5-methoxy dihydro coumarilic acid VIII to D-(+)-malic acid.
通过将新型手性抗精神病药物SU 23397(I)的合成前体(+)-5-甲氧基二氢香豆酸(VIII)与绝对构型已知的(+)-二氢香豆酸进行旋光色散比较,确定了SU 23397(I)的绝对构型。通过将(+)-5-甲氧基二氢香豆酸VIII氧化降解为D-(+)-苹果酸,证实了这一构型归属。