HRID216957

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2724994

未命名化合物

结构：CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3cccc(S(C)(=O)=O)c3)cc2)C(N)=O)CCOCC1

HCID59568587

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)NC1(C(=O)N[C@H](C#N)Cc2ccc(-c3cccc(S(C)(=O)=O)c3)cc2)CCOCC1

HCID59568565

未命名化合物

收率 74.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

(S)-tert-Butyl 4-(1-amino-3-(3′-(methylsulfonyl)biphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 23, step (i), 320 mg) in dichloromethane (8 mL) was treated with Burgess' reagent (280 mg) and the mixture was stirred at room temperature for 18 h. The solvent was partially evaporated and the mixture was purified by chromatography on silica eluting with 1:1 ethyl acetate/isohexane as eluent to afford the sub-titled compound (230 mg).

WORKUP

后处理

customThe solvent was partially evaporated
customthe mixture was purified by chromatography on silica eluting with 1:1 ethyl acetate/isohexane as eluent

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8a13e11c01aa46c595a6a49126ad0636
来源数据集: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08193239B2
来源说明: uspto-grants-2012_06

反应 SMILES

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