HRID248091

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

HCID2723939

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

C8H18ClN3

HCID11275390

(S)-Alanine tert-butyl ester hydrochloride

C7H16ClNO2

HCID178418300

未命名化合物

结构：CCCn1c(=O)c2nc(C(C)Cc3ccc(OCC(=O)O)cc3)[nH]c2n(CCC)c1=O

HCID178456503

未命名化合物

PRODUCTS

生成物

结构：CCCn1c(=O)c2nc(C(C)Cc3ccc(OCC(=O)N[C@@H](C)C(=O)OC(C)(C)C)cc3)[nH]c2n(CCC)c1=O

HCID178456502

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

Mix (-)-2-[4-[2-(2,3,6,9-tetrahydro-1,3-dipropyl-2,6-dioxo-1H-purin-8-yl)propyl]phenoxy]acetic acid (4.28 g, 10 mmol), L-alanine t-butylester hydrochloride (965 mg, 5.3 mmol), hydroxybenztriazole (1.65 g, 11 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.1 g, 11 mmol). Add a solution of diisopropylethylamine (3.8 mL) in methylene chloride (20 mL) and stir at room temperature for several hours. Dilute with ethyl acetate (150 mL), wash with cold 0.5N hydrochloric acid, saturated aqueous sodium hydrogen carbonate and brine. Dry (MgSO4) and evaporate the solvent in vacuo to give the title compound.

WORKUP

后处理

washwash with cold 0.5N hydrochloric acid, saturated aqueous sodium hydrogen carbonate and brine
dry with materialDry (MgSO4)
customevaporate the solvent in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1e9c22faa95147a69aa72570853a35a8
来源数据集: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05208240
来源说明: uspto-grants-1993_05

反应 SMILES

[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[N:10]=[C:9]([CH:14]([CH3:27])[CH2:15][C:16]3[CH:26]=[CH:25][C:19]([O:20][CH2:21][C:22](O)=[O:23])=[CH:18][CH:17]=3)[NH:8][C:7]=2[N:6]([CH2:28][CH2:29][CH3:30])[C:5]1=[O:31])[CH2:2][CH3:3].Cl.[C:33]([O:37][C:38](=[O:42])[C@H:39]([CH3:41])[NH2:40])([CH3:36])([CH3:35])[CH3:34].OC1C2N=NNC=2C=CC=1.Cl.CN(C)CCCN=C=NCC.C(N(C(C)C)CC)(C)C>C(Cl)Cl.C(OCC)(=O)C>[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[N:10]=[C:9]([CH:14]([CH3:27])[CH2:15][C:16]3[CH:26]=[CH:25][C:19]([O:20][CH2:21][C:22]([NH:40][C@H:39]([C:38]([O:37][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:42])[CH3:41])=[O:23])=[CH:18][CH:17]=3)[NH:8][C:7]=2[N:6]([CH2:28][CH2:29][CH3:30])[C:5]1=[O:31])[CH2:2][CH3:3]