HRID1041964

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID180

Acetone

C3H6O

HCID82029

4-Methylmorpholine 4-oxide

C5H11NO2

结构：C=Cc1ccn2c(-c3ccc4cccc(N5CCC(CNC(=O)OC(C)(C)C)CC5)c4n3)nnc2c1

HCID86654348

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)NCC1CCN(c2cccc3ccc(-c4nnc5cc(C(O)CO)ccn45)nc23)CC1

HCID86654349

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID30318

Osmium tetroxide

O4Os

PROCEDURE

实验过程

To tert-butyl (1-(2-(7-vinyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate (68 mg, 0.14 mmol) in acetone (2 mL) was added OsO4 (178 mg, 0.014 mmol) (2% in tBuOH) and 4-methylmorpholine N-oxide (49 mg, 0.21 mmol) (50% in H2O). The reaction was stirred for 2 hours and then concentrated. The crude material was purified by silica gel chromatography (20:1 Hexane/EtOAc) to provide the final product.

WORKUP

后处理

concentrationconcentrated
customThe crude material was purified by silica gel chromatography (20:1 Hexane/EtOAc)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3dccce7caf034d3abb3395c848cb92e7
来源数据集: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08557809B2
来源说明: uspto-grants-2013_10

反应 SMILES

C(C1[CH:8]=[CH:7][N:6]2[C:9]([C:12]3[CH:21]=[CH:20][C:19]4[C:14](=[C:15]([N:22]5[CH2:27][CH2:26][CH:25]([CH2:28][NH:29][C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:24][CH2:23]5)[CH:16]=[CH:17][CH:18]=4)[N:13]=3)=[N:10][N:11]=[C:5]2[CH:4]=1)=C.C[N+]1([O-])CC[O:41]CC1.[CH3:45][C:46]([CH3:48])=[O:47]>O=[Os](=O)(=O)=O>[OH:47][CH:46]([C:48]1[CH:8]=[CH:7][N:6]2[C:9]([C:12]3[CH:21]=[CH:20][C:19]4[C:14](=[C:15]([N:22]5[CH2:27][CH2:26][CH:25]([CH2:28][NH:29][C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:24][CH2:23]5)[CH:16]=[CH:17][CH:18]=4)[N:13]=3)=[N:10][N:11]=[C:5]2[CH:4]=1)[CH2:45][OH:41]