HRID451895

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11084032

Triethylammonium formate

C7H17NO2

结构：COC(=O)NCCO[C@@H](c1cccc(Cl)c1)[C@@H]1CCCN(C(=O)N[C@@H](CCC(C)(C)C)CN(C)C(=O)OCC[Si](C)(C)C)C1

HCID68709121

未命名化合物

PRODUCTS

生成物

结构：CNC[C@H](CCC(C)(C)C)NC(=O)N1CCC[C@@H]([C@@H](OCCNC(=O)OC)c2cccc(Cl)c2)C1

HCID59201404

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

CONDITIONS

反应条件

温度: 55 °C

PROCEDURE

实验过程

Methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-5,5-dimethyl-1-(N-methyl-N-(2-trimethylsilylethoxycarbonyl)amino)hexan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate was dissolved in CH3CN and treated with 75 mg (0.504 mmol, 4.5 equiv) of TEAF and the mixture heated to 55° C. for 3 h. The solution was evaporated and purified by prep HPLC to afford methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-5,5-dimethyl-1-(methylamino)hexan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate.

WORKUP

后处理

customThe solution was evaporated
custompurified by prep HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d2c0f47d327845d184ac67fa682a2889
来源数据集: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08487108B2
来源说明: uspto-grants-2013_07

反应 SMILES

[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]([C@@H:17]2[CH2:22][CH2:21][CH2:20][N:19]([C:23](=[O:44])[NH:24][C@@H:25]([CH2:38][CH2:39][C:40]([CH3:43])([CH3:42])[CH3:41])[CH2:26][N:27](C)[C:28](OCC[Si](C)(C)C)=O)[CH2:18]2)[O:9][CH2:10][CH2:11][NH:12][C:13](=[O:16])[O:14][CH3:15])[CH:5]=[CH:6][CH:7]=1.CCN(CC)CC.C(O)=O>CC#N>[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]([C@@H:17]2[CH2:22][CH2:21][CH2:20][N:19]([C:23](=[O:44])[NH:24][C@@H:25]([CH2:38][CH2:39][C:40]([CH3:42])([CH3:41])[CH3:43])[CH2:26][NH:27][CH3:28])[CH2:18]2)[O:9][CH2:10][CH2:11][NH:12][C:13](=[O:16])[O:14][CH3:15])[CH:5]=[CH:6][CH:7]=1