7.9(c = 0.20,氯 仿).
[0153] 0-3:
[0154]
[015 引 97%收率(7161(1).1!1醒尺(4001化,〔0(:13)88.93((1,1 = 5.2化,^),8.20((1,1 = 8.4Hz,lH),8.00(d J = 8.細(xì)z,lH),7.92(dJ = 5.2Hz,lH),7.88(dJ = 8.8Hz,lH),7.83(d, J = 8.0Hz,lH),7.78(d,J=12.0Hz,lH),7.68-7.66(m,2H),7.59(d,J = 8.細(xì)z,lH),7.55- 7.53(m,2H),7.50-7.45(m,lH),7.44-7.33(m,3H),7.26-7.19(m,2H),7.12-7.05(m,3H), 6.72(dd,J=16.0,1.6Hz,lH);[手性柱DaicelChiralcelAD-H(0.46cmx25cm),正己燒/ 異丙醇= 90/10 , v = 1. OmL · min-i,檢測(cè)波長(zhǎng)= 254nm, t(mino;r) = 15 . OOmin, t(majo;r)= :34.03111;[]1],95:561';[日]〇27 = +495.0(。= 0.20,氯仿).
[0156] 0-4:
[0157]
[015 引 黃色泡狀物,85%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.84((1,1 = 5.2化,^), 7.92(d,J = 8.8Hz,lH),7.86(d,J = 8.8Hz,lH),7.78(d,J = 7.6Hz,lH),7.73-7.69(m,2H), 7.64-7.55(m,3H),7.61-7.57(m,4H),7.34-7.22(m,3H),7.15-7.04(m,2H),6.96(d J = 8.0Hz,lH),6.67(d,J=16.4Hz,lH),3.47(s,3H);i3c NMR(l00MHz,CDCl3)Sl56.8,155.1, 144.0. 137.6.136.7.134.6.133.2.133.0.132.7.132.1.132.0.130.4.129.8.129.4, 128.8.127.8.127.7.127.4.127.1.126.7.126.6.126.3.126.0. 125.95.125.66.125.64, 125.5,123.2,121.2,118.5,110.6,55.7; IR(薄膜):vmax(cm-i) =3053,2968,2928,1626, 1586,1467,1 化6,1070,747 ;HRMS(ESI)計(jì)算值 C32 出 4N0[M+扣 +: 438.1852;實(shí)測(cè)值:438.1852; [手性柱Daicel 化iralpak ID-3(0.46cm X 15cm),正己燒/異丙醇= 70/30,v = 0.7mL· min-i,檢測(cè)波長(zhǎng)= 254nm, t(minor) = 6.89min, t(major) = 11.25min],97 : 3er;[曰]。29 = + 416.6(c = 1.0,氯仿).
[0159] 0-5:
[0160]
[0161] 19%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.09((1,1 = 8.4化,^),8.04((1,1 = 8.8Hz,lH),7.93-7.90(m,2H),7.79-7.73(m,3H),7.67-7.65(m,2H),7.58-7.48(m,2H), 7.42-7.31(m,5H),7.24(d,J=16.4Hz,lH),7.20.7.16(m,lH),7.11-7.09(m,2H),7.01- 6.97(m,lH),6.78(d,J=16.0Hz,lH),2.82(s,3H);[手性柱Daicel 畑iralpak IE-3 (0.46cmx25cm),正己燒/異丙醇 = 80/20,v = 0.7血·min-l,檢測(cè)波長(zhǎng) = 254nm,t(mino;r) =13.25min, t(majo;r) = 14.13min] ,97: 3e;r; [α]〇28 =+396.7(c = 0.40,氯仿).
[0162] 0-6:
[0163]
[0164] 黃色固體,111.口.=193-195°(:,79%收率(7161(1).4醒1?(4001化,〔0(:13)88.81((1,1 =5.細(xì)z,lH),8.07(dJ = 8.細(xì)z,lH),8.01(dJ = 8.細(xì)z,lH),7.96(dJ = 8.0Hz,lH),7.90 (d,J = 8.0Hz,lH),7.83(d,J = 5.6Hz,lH),7.73-7.63(m,3H),7.59-7.57(m,2H),7.47-7.33 (m,5H),7.30-7.23(m,2H),7.18(dd,J = 8.8,l.細(xì)z,lH),7.03(d,J = 8.4Hz,lH),6.76(d,J = 16.4Hz,lH);Uc NMR(100MHz,CDCl3)Sl59.6,142.7,136.1,l:M.9,l:M.7,133.7,133.4, 133.1,132.9,132.8,130.4,128.88,128.86,128.0,127.9,127.87,127.6,127.5,127.4, 126.9,126.8,126.6,126.3,126.2,125.8,123.2,122.7,120.3;1尺(薄膜):乂。3義(。111-1)= 3047,3019,2924,2852,1695,1682,1620,1584,1557,1507,1497,848,742 ;HRMS(ESI)計(jì)算 值C31 出2N[M+H] +:408.1747;實(shí)測(cè)值:408.1749;[手性柱Daicel Chiralcel AD-H(0.46cm X 25cm),正己燒/異丙醇= 90/10,v = 1.0血· min-i,檢測(cè)波長(zhǎng)二化4nm,t(mino;r) = 31.21min, t(majo;r) = 44.37min] ,79:21e;r; [α]〇27 =+254. l(c = 0.20,氯仿).
[01 化]0-7:
[0166]
[0167] 56%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.89((1,1 = 5.2化,^),8.:34((1,1 = 8.0Hz,lH),7.95(d J = 8.細(xì)z,lH),7.86-7.77(m,3H),7.68(dJ = 8.Wz,lH),7.41-7.35 (m,2H),7.33(s,lH),7.20-7.15(m,lH),7.14-6.99(m,8H),6.67(d,J=16.4Hz,lH),4.20 (s,3H);[手性柱 Daicel 化 iralpak ID-3(0.46cm X 15cm),正己燒 / 異丙醇= 80/20,v = 0.7mL · min-1,檢測(cè)波長(zhǎng)= 254nm, t(minor) = 15.88min, t(major) = 17.45min] ,96: 4er; [口]D 二+480.0(c二0.20,孰仿).
[016 引 0-8:
[0169]
[0170] 48%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.89((1,1 = 5.2化,^),8.33((1,1 = 8.4Hz,lH),7.95(d,J = 8.Wz,lH),7.88-7.76(m,3H),7.68(d,J = 8.Wz,lH),7.43-7.34 (m,2H),7.33(s,lH),7.20-7.13(m,3H),7.09-6.96(m,5H),6.62(d,J=16.4Hz,lH),4.20 (s,3H),1.20(s,9H);[手性柱 Daicel Qiiralpak ID-3(0.46cm X 15cm),正己燒 / 異丙醇= 85/15, v = 0.7mL · mirfi,檢測(cè)波長(zhǎng)= 254nm, t(mino;r) = 16.58min, t(majo;r) = 19.12min], 97:36。[日]〇27 = +485.0(。= 1.00,氯仿).
[0171] 0-9:
[0172]
[017;3] 61%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.89((1,1 = 5.2化,^),8.32((1,1 = 8.4Hz,lH),7.95(d J = 8.細(xì)z,lH) ,7.86-7.76(m,3H), 7.69(dJ = 8.8Hz,1H) ,7.39-7.31 (m,2H),7.31(s,lH),7.18-7.14(m,lH),7.09-6.94(m,甜),6.66(d,J=8.8Hz,2H),6.53(d, J=16.0Hz,lH),4.19(s,3H),3.69(s,3H);[手性柱DaicelChiralpakID-3(0.46cmx 15cm),正己燒/異丙醇= 90/10,v = 1.0血· mirfi,檢測(cè)波長(zhǎng)=化4nm,t(mino;r) = 20.13min, t(majo;r) = 27.83min] ,96:4e;r; [α]〇26 =巧56.9(c = 1.00,氯仿).
[0174] 0-10;
[0175]
[0176] 67%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.89((1,1 = 5.2化,^),8.37((1,1 = 8.0Hz,lH),7.97(d J = 8.細(xì)z,lH),7.89-7.79(m,3H),7.57(dJ = 8.Wz,lH),7.50-7.35 (m,2H),7.25-7.19(m,2H),7.12(d J = 8.0Hz, IH) ,7.09-7.04(m,lH),6.95(dJ= 16.8Hz, lH),6.85(d J = 16.8Hz,1H),4.22(s,3H);"F NMR(37細(xì)z,CDCl3)S-143.0(m) ,-156.7(m),- 163.2(m);[手性柱 Daicel 化 iralpak ID-3(0.46cm X 15cm),正己燒 / 異丙醇= 70/30,v = 0.7mL · 檢iilj波長(zhǎng)= 254nm,t(mino;r) =5.75min,t(majo;r) =7.72min] ,94:6e;r; [α]〇27 =+376.3(c = l .00,氯仿).
[0177] 0-11;
[017 引
[0179] 96%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.86((1,1 = 5.2化,^),8.35((1,1 = 8.4Hz,lH),7.94(d,J = 8.Wz,lH),7.88-7.71(m,3H),7.51-7.37(m,3H),7.29-7.17(m, 3H),7.05-7.01(m,2H),6.39(d J=15.細(xì)z,lH),4.14(s,3H),4.02(qJ = 7.2Hz,2H),1.13 (t,J = 7.2Hz,3H);[手性柱 Daicel Qiiralpak ID-3(0.46cm xl5cm),正己燒 / 異丙醇= 80/ 20,v = 0.7mL · min-i,檢測(cè)波長(zhǎng)= 254nm,t(majo;r) = 17.85min,t(mino;r) = 21.75min] ,97: Ser; [0]〇22 =+29 2.6(。= 1.00,氯仿).
[0180] 0-11;
[0181]
[0182] 91%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.86((1,1 = 5.2化,^),8.:34((1,1 = 8.4Hz,lH),7.96(d,J = 8.8Hz,lH),7.86-7.80(m,3H),7.50-7.37(m,3H),7.29(d,J = 15.6Hz,lH),7.22-7.14(m,2H),7.05-6.99(m,2H),6.39(d,J=15.6Hz,lH),4.15(s,3H), 3.56(s,3H);[手性柱 Daicel Qiiralpak ID-3(0.46cm X 15cm),正己燒 / 異丙醇= 70/30,v =0.7mL · mirfi,檢測(cè)波長(zhǎng)= 254nm, t(major) = 12.51min, t(minor) = 14.69min] ,96: 4er; [口]〇27二+290.6((3二 1.00,孰仿).
[0183] 0-12:
[0184]
[01 化]70%收率(7161(1).1!1醒1?(4001化,〔0(:13)88.87((1,1 = 5.2化,^),8.:34((1,1 = 8.4Hz,lH),7.95(d,J = 8.Wz,lH),7.88-7.76(m,3H),7.53-7.:M(m,3H),7.25-7.15(m, 3H),7.08-6.98(m,2H),6.32(d,J=15.6Hz,lH),4.15(s,3H),1.32(s,9H);[手性柱Daicel Qiiralpak ID-3(0.46cm X 15cm),正己燒/異丙醇= 80/20,v = 0.7mL?min-i,檢測(cè)波長(zhǎng)= 254nm, t(majo;r) = 9.29min, t(mino;r) = 11.71min] ,97: 3e;r;[日]。29 = +301.5(c = 1.00,氯 仿).
[0186] 0-13:
[0187]
[018 引 58%收率(7161(1).1!1醒尺(4001化,〔0(:13)88.86((1,1 = 5.2化,^),8.35((1,1 = 8.4Hz,lH),7.95(d,J = 8.Wz,lH),7.89-7.76(m,3H),7.51-7.36(m,3H),7.33-7.28(m, 4H),7.25-7.12(m,4H),7.05-7.01(m,2H),6.44(d,J=15.6Hz,lH),5.00(s,2H),4.14(s,