HRID643847

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

结构：C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@H](O)C[C@H]1C(=O)OC(C)(C)C)C(=O)OCC

HCID59165438

未命名化合物

HCID178487727

未命名化合物

PRODUCTS

生成物

结构：C=CC1CC1(NC(=O)C1CC(Oc2nc(-c3ccccc3)nc3cc(OC)ccc23)CC1C(=O)OC(C)(C)C)C(=O)OCC

HCID68423072

未命名化合物

收率 68.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

CONDITIONS

反应条件

温度: 0 °C

PROCEDURE

实验过程

Compound 35 (700 mg, 1.9 mmol), 7-methoxy-2-phenyl-quinazolin-4-ol (670 mg, 2.66 mmol) and triphenyl phosphine (1245 mg, 4.75 mmol) were dissolved in THF (50 ml) and cooled to 0° C. Diisopropyl azidocarboxylate (960 mg, 4.75 mmol) was added slowly and the slurry was allowed to reach room temperature. After 12 h, the solvent was removed under reduced pressure and the residue taken up in ether and filtrated. Purification by column chromatography (SiO2; 1% methanol in dichloromethane) gave the pure title compound (778 mg, 68%). MS (M+H+) 603.

WORKUP

后处理

customto reach room temperature
customthe solvent was removed under reduced pressure
filtrationfiltrated
customPurification by column chromatography (SiO2; 1% methanol in dichloromethane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-881ef959b0cc4a52a4513906db41bd54
来源数据集: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07700552B2
来源说明: uspto-grants-2010_04

反应 SMILES

[C:1]([O:5][C:6]([C@@H:8]1[CH2:12][C@@H:11]([OH:13])[CH2:10][C@H:9]1[C:14](=[O:26])[NH:15][C@:16]1([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18][C@H:17]1[CH:19]=[CH2:20])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:27][O:28][C:29]1[CH:38]=[C:37]2[C:32]([C:33](O)=[N:34][C:35]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)=[N:36]2)=[CH:31][CH:30]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[C:1]([O:5][C:6]([CH:8]1[CH2:12][CH:11]([O:13][C:33]2[C:32]3[C:37](=[CH:38][C:29]([O:28][CH3:27])=[CH:30][CH:31]=3)[N:36]=[C:35]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[N:34]=2)[CH2:10][CH:9]1[C:14](=[O:26])[NH:15][C:16]1([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18][CH:17]1[CH:19]=[CH2:20])=[O:7])([CH3:4])([CH3:2])[CH3:3]