Tetrahydrofuran → HCID 178501763、化合物

反応式

[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([C:9](=[O:26])/[CH:10]=[CH:11]/[C:12]2[CH:23]=[CH:22][C:15]([O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[C:14]([O:24][CH3:25])[CH:13]=2)[CH:6]=[CH:7][CH:8]=1.FC(F)(F)[C:29]([O-:31])=[O:30].[C:34]([NH:41][C:42](C1C=CNN=1)=[N:43]C(OC(C)(C)C)=O)([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35].[CH3:56]CN(CC)CC.[CH2:63]1[CH2:67]OC[CH2:64]1>>[C:63]([O:31][C:29]([N:41]([C:34]([O:36][C:37]([CH3:40])([CH3:38])[CH3:39])=[O:35])[C:42](=[NH:43])[NH:1][CH2:2][C:3]1[CH:4]=[C:5]([C:9](=[O:26])/[CH:10]=[CH:11]/[C:12]2[CH:23]=[CH:22][C:15]([O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[C:14]([O:24][CH3:25])[CH:13]=2)[CH:6]=[CH:7][CH:8]=1)=[O:30])([CH3:64])([CH3:67])[CH3:56]

参加物

反応物 4

HCID 8028Tetrahydrofuran

HCID 8471Triethylamine

HCID 131719422HCID 131719422、化合物

HCID 178454276N,N'-bis-BOC-pyrazole carboxamidine

生成物 1

HCID 178501763HCID 178501763、化合物

実験手順

Benzylic amine salt 112e (0.78 g, 1.7 mmol), N,N'-bis-BOC-pyrazole carboxamidine 122f (0.51 g, 1.5 mmol), and Et3N (0.23 mL, 17 mmol), were stirred in THF (5 mL) at room temperature for 44 h. After evaporation of solvent, the product was isolated by chromatography on silica gel, eluting with 30% to 50% EtOAc in hexane, to yield a yellow solid (0.81 g) following solvent evaporation. IR(KBr) cm-1 3328, 2338, 1760, 1726. 1H NMR(300 MHz, CDCl3): 11.54 (br, 1H), 8.60 (br, 1H), 7.91 (m, 2H), 7.74 (d, 1H, J-16 Hz), 7.54-6.81 (m, 6H), 5.95 (s, 1H), 4.75 (s, 2H), 4 . 72 (d, 2H, J=6 Hz), 3.96 (s, 3H), 3.81 (s, 3H), 1.51 (s, 9H), 1.47 (s, 9H). MS (NH3): 598 (base, M+H).