CN112209905B 一种多取代α-烯基内酯类化合物、其制备方法及应用 （中国科学院成都有机化学有限公司）

司Minami,Toruetal.α-Diethoxyphosphinyl-γ-butenolide,a代α_烯基内酯类化合物及其制备方法和用途，其中，R1选自芳基或芳杂2和R3各自独立的选自C1_C6烷基；R4和R5各通过炔酸与烯丙醇或烯丁醇在催化剂和氢源的作用下，室温至回流的温度下反应1_24h得到本2ⅢR2和R3各222422O或La(OTf)3中的一种或多取代炔酸与所述烯丙醇或烯丁醇的摩尔比为13[0005]目前，合成α一烯基内酯的方法很多。早期的制备方法主要是生物合成((a)4[0007]本发明的目的在于提供一种具有一定生物活性，可以作为潜在的药物或候选药[0008]本发明的第二目的在于提供上述α一烯基内R2或R3各自独立的选自C1C6烷基；R4或R5各自独立的522O。[0021]上述反应的还原剂选自NaBH4、NaCNBH3、HSiCl3、Et3SiH、(EtO)3SiH、PhSiH3、6134.18,129.27,128.86,128.26,78.96,39.48,25.70.HRMS(m/z):calcdforC13H14NaO2+HNMR(400MHz,CDCl3):δ7.73(s,1H),7Found:229.12186.129.85,129.82,128.96,72.84,32.87,18.36.8C38.09,31.96,28.90,22.44,13.88.279.1383.9[0077]产物表征：白色固体,熔点169_170℃.1HNMR(400MHz,CDCl3):δ7.78(s136.29,134.19,129.15,129.12,128.76,128.21,120.13,108.03,106.87,101.24,88.29,HNMR(400MHz,CDCl3):δ7.79(s,1H),129.14,128.84,128.25,128.16,128.08,297.1294.271.1696.13CNMR43.54,32.50,27.30,26.35,25.09,24.47.HRMS(m/z):calcdforC16H19O2[MH]+:243.13796,found:243.13742.[0113]产物表征：白色固体,熔点89_90℃.1HNMR(400MHz,DMSO_d6):δ7.44(sCNMR(101MHz,DMSO_d6):δ171.59,139.45,136.04,134.49,129128.74,83.65,46.74,33.83,31.53,30.37,26.51,25.27,24.96,23.26,19.95.HRMS(217.12199.28.51,21.69.307.1693,Found:307.1694.13CNMR(101MHz,CDCl3115.34,78.93,39.44,25.CDCl3):δ172.29,136.68,135.96,134.94,132.58,130.61,128.57,116.23,78.90,39.51,25.66.HRMS(m/z):calc238.07077.25.71.HRMS(m/z):calcdforC13H14BrO2[MH]+:281.0172,Found:281279.0931.6H).13CNMR(101MHz,CDCl3):δ172.62,141.77,140.09,137.80,135.08,133.04,130.10,13CNMR(101MHz,CDCl3):δ172.60,138.40,137.94,134.98,134.14,130.03,129.63,128.11,126.35,78.97,39.49,172.11,137.79,136.21,135.96,133.87,129.95,128.68,128.46,125.26,78.86,39.54,CNMR(101MHz,CDCl3):δ171.84,137.20,135.15,134.14,133.11,132.66,130.90,130.36,128.40,78.83,39.59,25.77.HRMS(m/z):calcdforC13H12Cl2O2Na+[M+Na]+:293.01066,Found:293.01010,294.01373.[0191]产物表征：白色固体,熔点116_117℃.1HNMR(400MHz,CDCl3):δ7.55(sFound:247.0973.R34151.55,134.33,128.