HRID1296138

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID538412

N-Acetyl-N-methoxyacetamide

C5H9NO3

结构：CC(C)(C)Cc1ccc2c(c1)C(NC[C@@H](O)[C@@H](N)Cc1cc(F)cc(F)c1)CCN2C(=O)OCc1ccccc1

HCID58909477

未命名化合物

PRODUCTS

生成物

结构：CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](O)CNC1CCN(C(=O)OCc2ccccc2)c2ccc(CC(C)(C)C)cc21

HCID58909414

未命名化合物

收率 99%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a solution of benzyl 4-{[(2R,3S)-3-amino-4-(3,5-difluorophenyl)-2-hydroxybutyl]amino}-6-neopentyl-3,4-dihydroquinoline-1(2H)-carboxylate (0.226 g) in dichloromethane (5 mL) was added N,N-diacetyl-O-methylhydroxylamine (0.064 9). The mixture was stirred over the weekend at room temperature. The solvent was then removed under reduced pressure and the residue was partitioned between 1N HCl and ethyl acetate, dried with magnesium sulfate, filtered, and concentrated to give 0.243 g of the title compound. (99% yield). MS (ESI+) for C34H41F2N3O4 m/z 594.31 (M+H)+.

WORKUP

后处理

customThe solvent was then removed under reduced pressure
customthe residue was partitioned between 1N HCl and ethyl acetate
dry with materialdried with magnesium sulfate
filtrationfiltered
concentrationconcentrated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-453e6f34423a44cfb6057188e2c4c194
来源数据集: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07244725B2
来源说明: uspto-grants-2007_07

反应 SMILES

[NH2:1][C@@H:2]([CH2:32][C:33]1[CH:38]=[C:37]([F:39])[CH:36]=[C:35]([F:40])[CH:34]=1)[C@H:3]([OH:31])[CH2:4][NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH:14]=2)[N:9]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[CH2:8][CH2:7]1.[C:41](N(C(=O)C)OC)(=[O:43])[CH3:42]>ClCCl>[C:41]([NH:1][C@@H:2]([CH2:32][C:33]1[CH:38]=[C:37]([F:39])[CH:36]=[C:35]([F:40])[CH:34]=1)[C@H:3]([OH:31])[CH2:4][NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH:14]=2)[N:9]([C:21]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[O:22])[CH2:8][CH2:7]1)(=[O:43])[CH3:42]