HRID727529

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6809

Phthalimide

C8H5NO2

HCID11776

Triphenylphosphine

C18H15P

HCID220568

ethyl N-ethoxycarbonyliminocarbamate

C6H10N2O4

反应SMILES：CC(C)CC1(C(CCO)C(=O)OC(C)(C)C)CCN(CCc2ccccc2)C1=O

HCID19705471

未命名化合物

PRODUCTS

产物

反应SMILES：CC(C)CC1(C(CCN2C(=O)c3ccccc3C2=O)C(=O)OC(C)(C)C)CCN(CCc2ccccc2)C1=O

HCID19705454

未命名化合物

收率 52.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Diethyl azodicarboxylate (182 uL, 1.16 mmol) is added to a mixture of tert-butyl α-(2-hydroxyethyl)-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetate (468 mg, 1.16 mmol), triphenylphosphine (304 mg, 1.16 mmol), phthalimide (171 mg, 1.16 mmol) and THF (10 mL) at room temperature. The mixture is allowed to stir overnight and is concentrated. Purification by column chromatography (2 columns, 5% acetone/CH2Cl2 and 10% EtOAc/hexane) provided 327 mg (51%) of the title compound as a colorless oil.

WORKUP

后处理

concentrationis concentrated
customPurification by column chromatography (2 columns, 5% acetone/CH2Cl2 and 10% EtOAc/hexane)

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-6c80a661624f456783ef7b34b65d528f
来源数据集: uspto-grants-1998_01
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US05712300
来源说明: uspto-grants-1998_01

反应SMILES

N(C(OCC)=O)=NC(OCC)=O.O[CH2:14][CH2:15][CH:16]([C:24]1([CH2:38][CH:39]([CH3:41])[CH3:40])[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]1=[O:37])[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:61]1(=[O:71])[NH:65][C:64](=[O:66])[C:63]2=[CH:67][CH:68]=[CH:69][CH:70]=[C:62]12>C1COCC1>[O:66]=[C:64]1[C:63]2[C:62](=[CH:70][CH:69]=[CH:68][CH:67]=2)[C:61](=[O:71])[N:65]1[CH2:14][CH2:15][CH:16]([C:24]1([CH2:38][CH:39]([CH3:40])[CH3:41])[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:25]1=[O:37])[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18]