丙酸诺卜酯的合成及其^(13)C化学位移特点研究

STUDIES ON SYNTHESIS OF NOPYL PROPANOATE AND ITS ^(13)C CHEMICAL SHIFT CHARACTERISTICS

由诺卜醇和丙酸酐合成了丙酸诺卜酯 ,用MS ,IR ,1HNMR及13 CNMR分析进行了结构表征。利用13 C化学位移分析出其构象是 :C 1—C 2 —C 3 —C 4 —C 5部分处于同一平面 ,整个 6 ,6 二甲基双环 [3.1 .1 ]庚 2 烯部分呈“Y”形。丙酸诺卜酯可以看成是阿朴蒎烯在C 2 发生取代的衍生物 ,取代基对13 C化学位移的影响主要集中在C 2 ,C 1和C 3 。

Nopyl propanoate was synthesized by the reaction of nopol with propionic anhydride,and its structure was identified by MS,IR, 1H MNR and 13C NMR.Conformational analysis was performed by comparing 13C chemical shift of C- 6,C- 7 with those of α-pinene.Result suggests that C- 1-C- 2-C- 3-C- 4-C- 5 fragment is planar,and the 6,6-dimethylbicyclo\hept-2-ene fragment is Y-shaped.Nopyl propanoate can be assigned as derivative of apopinene with a substituent at C- 2,and the substituent has effect on chemical shift mainly at C- 2,C- 1 and C- 3,while interaction between the substituent and other carbons is insignificant.