7.22 (t, J = 7.eight, 2H), 7.12 (t, J = 7.9, 2H), six.91.99 (m, 1H), 6.12.18 (m, 1H), five.73 (t
7.22 (t, J = 7.eight, 2H), 7.12 (t, J = 7.9, 2H), six.91.99 (m, 1H), 6.12.18 (m, 1H), 5.73 (t, J = 9.five, 1H), 5.65 (d, J = three.4, 1H), five.54 (dd, J = 7.8, ten.two, 1H), five.42 (dd, J = 7.five, 9.six, 1H), 5.33 (d, J = 12.2, 1H), five.27 (dd, J = three.four, 10.four, 1H), 5.12.15 (m, 2H), four.90 (dd, J = 6.three, 7.eight, 1H), 4.66.71 (m, 3H), 4.41 (t, J = 9.3, 1H), four.09 (d, J = 9.eight, 1H), three.80 (dt, J = six.four, 9.8, 1H), three.68.71 (m, 4H), three.60.65 (m, 4H), three.43 (dt, J = 6.7, 9.8, 1H), three.20 (dt, J = five.six, 16.5, 1H), three.02 (s, 3H), two.89 (ddd, J = 1.5, 8.five, 16.five, 1H), two.14.25 (m, 2H), 1.58.63 (m, 2H), 1.40.49 (m, 4H), 1.05.35 (m, 30H); 1 H NMR (CDCl3 , 500 MHz) with the enol tautomer: 14.00 (d, J = 0.9, 1H), eight.02.06 (m, 2H), 7.92.00 (m, 6H), 7.85.90 (m, 2H), 7.71.75 (m, 2H), 7.58.64 (m, 2H), 7.44.54 (m, 6H), 7.27.43 (m, 16H), 7.22 (t, J = 7.eight, 2H), 7.12 (t, J = 7.9, 2H), 6.65 (dt, J = 7.four, 15.three, 1H), 5.79 (dd, J = 1.1, 15.4, 1H), five.73 (t, J = 9.5, 1H), 5.65 (d, J = three.4, 1H), five.54 (dd, J = 7.8, ten.two, 1H), five.42 (dd, J = 7.five, 9.six, 1H), five.33 (d, J = 12.two, 1H), 5.27 (dd, J = three.4, 10.4, 1H), 5.12.15 (m, 2H), five.07 (s, 1H), four.98.04 (m, 1H), 4.66.71 (m, 3H), 4.41 (t, J = 9.3, 1H), four.09 (d, J = 9.8, 1H), 3.80 (dt, J = 6.four, 9.8, 1H), 3.68.71 (m, 4H), three.60.65 (m, 2H), 3.43 (dt, J = 6.7, 9.eight, 1H), three.20 (dt, J = five.six, 16.five, 1H), two.99 (s, 3H), two.89 (ddd, J = 1.5, eight.five, 16.five, 1H), two.14.25 (m, 2H), 1.58.63 (m, 2H), 1.40.49 (m, 4H), 1.05.35 (m, 30H); 13 C1 H NMR (CDCl3 , 125 MHz) 192.9, 172.five, 170.7, 170.5, 170.1, 168.7, 167.five, 166.9, 165.6, 165.4, 165.3, 165.two, 165.1, 164.9, 150.5, 140.6, 134.9, 133.five, 133.4, 133.19, 133.18, 133.11, 133.06, 130.0, 129.8, 129.73, 129.70, 129.67, 129.six, 129.five,Mar. Drugs 2021, 19,13 of129.four, 129.3, 129.two, 128.89, 128.86, 128.84, 128.77, 128.7, 128.62, 128.55, 128.5, 128.three, 128.two, 128.1, 125.1, 101.five, one hundred.three, 87.7, 76.0, 74.six, 72.3, 71.6, 71.five, 71.0, 70.six, 69.8, 67.6, 67.three, 66.7, 61.1, 56.9, 56.1, 52.six, 52.5, 47.four, 36.0, 34.eight, 34.six, 34.two, 32.61, 32.57, 29.71, 29.68, 29.66, 29.64, 29.57, 29.54, 29.46, 29.45, 29.38, 29.27, 29.24, 29.22, 29.21, 28.6, 28.0, 25.7, 23.8; IR max 2925, 2854, 1730, 1656, 1601, 1492, 1452, 1374, 1315, 1264, 1177, 1093, 1069, 1027, 910, 852, 803, 708 cm ; HRMS (ESI) m/z [M H] calcd. for C98 H108 O24 N , 1682.72558; identified 1682.72416. Oxidative Stress Responsive Kinase 1 (OXSR1) Proteins supplier 4-Benzyl 1-methyl N-(E)-24-[((two ,three ,four ,6 -tetra-O-benzoyl–D-galactopyranosyl)(14)-2 ,three -di-O-benzoyl-5 -carboxyl–D-glucopyranosid-1 -yloxy))-AKT Serine/Threonine Kinase 2 (AKT2) Proteins manufacturer tetraeicosanoyl]-Nmethyl-D-aspartate (5). A answer of 23 (240 mg, 143 ol) in EtOAc (7 mL) was treated with ten Pd/C (120 mg, 50 wt ). The resulting mixture was stirred below a hydrogen atmosphere for 19 h at space temperature and then filtered through Celiteto give 5 (200 mg, 133 ol, 93 ) as a colorless foam of mp 105 C and as a 1:4 mixture of keto and enol tautomers; Rf = 0.19 (CH2 Cl2 /MeOH/HCO2 H 95:5:0.1); []24 D 12.3 (c 0.six, CHCl3 ); 1 H NMR (CDCl3 , 500 MHz) of the keto tautomer: 7.93.02 (m, 8H), 7.91 (d, J = 7.six, 2H), 7.71 (d, J = 7.six, 2H), 7.53.65 (m, 2H), 7.43.51 (m, 5H), 7.28.43 (m, 7H), 7.18 (t, J = 7.eight, 2H), 7.13 (t, J = 7.8, 2H), 5.73.81 (m, 2H), 5.57.69 (m, 2H), 5.41.49 (m, 1H), five.19 (d, J = 7.three, 1H), four.88.02 (m, 1H), 4.74 (d, J = 7.3, 1H), 4.47 (t, J = 9.two, 1H), 4.20 (t, J = 6.3, 1H), four.11 (d, J = 9.5, 1H), 3.84 (dt, J = 6.four, 9.5, 1H), three.78.83 (m, 2H), three.71.78 (m, 3H), 3.63.71 (m, 2H), three.45 (dt, J = 6.7, 9.five, 1H), 3.23 (dd, J = six.1, 7.1, 1H), 2.91 (dd, J = 7.9, 17.1, 1H), 2.80.87 (s, 3H), 2.48.58 (m, 2H), 1.51.61 (m, 2H), 1.39.51 (m, 2H), 1.05.35 (m, 34H); 1 H NMR (CDCl3 ,.