HRID1518225

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6422

未命名化合物

结构：COC(=O)c1ccc2c(C3CCCCC3)c(-c3ccccc3C=O)n(CC(C(=O)OC)N(C(=O)OC(C)(C)C)C(=O)OC(C)(C)C)c2c1

HCID86637854

未命名化合物

PRODUCTS

生成物

结构：COC(=O)c1ccc2c(C3CCCCC3)c(-c3ccccc3C=O)n(CC(N)C(=O)OC)c2c1

HCID86637855

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a solution of methyl 1-{2-[bis(tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl}-3-cyclohexyl-2-(2-formylphenyl)-1H-indole-6-carboxylate in DCM (0.05 M) a large excess (>100 eq) of TFA was added and the solution stirred at RT for 20 min. Volatiles were removed in vacuo and the residue partitioned between EtOAc and aqueous NaHCO3. The organic phase was washed with brine before being dried over Na2SO4, filtered and the solvent evaporated in vacuo to afford the title compound (quant). MS (ES+) m/z 463 (M+H)+.

WORKUP

后处理

customVolatiles were removed in vacuo
customthe residue partitioned between EtOAc and aqueous NaHCO3
washThe organic phase was washed with brine
dry with materialbefore being dried over Na2SO4
filtrationfiltered
customthe solvent evaporated in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-19a25f4826664969a84cefd000d23dca
来源数据集: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08232390B2
来源说明: uspto-grants-2012_07

反应 SMILES

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