HRID4368

反应详情

EQUATION

反应方程式

REACTANTS

反应物

$结构：O=C(O)/C=C\C(=O)O$

HCID444266

Maleic acid

C4H4O4

HCID5369605

Ethyl (2E)-4-oxo-4-phenyl-2-butenoate

C12H12O3

结构：C[C@H](N)C(=O)N1CCC[C@H]1C(=O)OC(C)(C)C

HCID12939800

tert-Butyl L-alanyl-L-prolinate

C12H22N2O3

PRODUCTS

生成物

$结构：CCOC(=O)[C@H](CC(=O)c1ccccc1)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)OC(C)(C)C.O=C(O)/C=C\C(=O)O$

HCID70403916

未命名化合物

收率 60%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID241

Benzene

C6H6

PROCEDURE

实验过程

4.84 g (20 mmoles) of (S)-alanyl-(S)-proline-t-butylester are dissolved in 40 ml of dry benzene and 4.08 g (20 mmoles) of E-ethyl-3-benzoyl-acrylate are added at room temperature under stirring. After one hour stirring at room temperature the solvent is evaporated off under reduced pressure, the residue is dissolved in 20 ml of ethyl acetate and 2.32 g (20 mmoles) of maleinic acid are added. The precipitated crystals are filtered off after one hour standing and washed with 20 ml of ethyl acetate. 6.7 g (60%) of product are obtained with a melting point of 109°-110° C.

WORKUP

后处理

stirringAfter one hour stirring at room temperature the solvent
customis evaporated off under reduced pressure
dissolutionthe residue is dissolved in 20 ml of ethyl acetate
filtrationThe precipitated crystals are filtered off after one hour standing
washwashed with 20 ml of ethyl acetate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f01be8f761ca4562ae3496ae6ef3ae07
来源数据集: uspto-grants-1988_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04725617
来源说明: uspto-grants-1988_02

反应 SMILES

[C:1]([O:5][C:6](=[O:17])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:16])[C@H:13]([CH3:15])[NH2:14])([CH3:4])([CH3:3])[CH3:2].[CH2:18]([O:20][C:21](=[O:32])/[CH:22]=[CH:23]/[C:24](=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH3:19].[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37]>C1C=CC=CC=1>[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37].[C:1]([O:5][C:6](=[O:17])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:16])[C@H:13]([CH3:15])[NH:14][C@H:22]([C:21]([O:20][CH2:18][CH3:19])=[O:32])[CH2:23][C:24]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:31])([CH3:2])([CH3:4])[CH3:3]