HRID857175

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID21867560

Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid, hexahydro-, phenylmethyl ester

C14H18N2O2

结构：CC(C)(C)OC(=O)N1C[C@H]1COc1ccc(C#N)cc1

HCID86588968

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N[C@H](COc1ccc(C#N)cc1)CN1CC2CN(C(=O)OCc3ccccc3)CC2C1

HCID69662314

未命名化合物

收率 80.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID3776

Isopropanol

C3H8O

CONDITIONS

反应条件

温度: 56 °C

PROCEDURE

实验过程

tert-Butyl (2S)-2-[(4-cyanophenoxy)methyl]aziridine-1-carboxylate (2.5 g, 9.1 mmol; see step (f) above) and benzyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (2.24 g, 9.1 mmol; see step (h) above) was dissolved in isopropanol (30 mL) and was stirred at 56° C. for 24 h. The solvent was then evaporated. The product was purified by chromatography on silica (ethyl acetate, 0–5% MeOH eluant), giving 3.8 g (80%) of the sub-title compound.

WORKUP

后处理

customThe solvent was then evaporated
customThe product was purified by chromatography on silica (ethyl acetate, 0–5% MeOH eluant)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0a5b0a0085574dafb4f2dba540eb63b9
来源数据集: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07144914B2
来源说明: uspto-grants-2006_12

反应 SMILES

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