HRID2232158

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11062727

未命名化合物

反应SMILES：COc1cccc(C2(c3cccc(OC)c3)C[C@H]2/C=C/C(=O)Oc2ccc([N+](=O)[O-])cc2)c1

HCID70374114

未命名化合物

PRODUCTS

产物

反应SMILES：COc1cccc(C2(c3cccc(OC)c3)C[C@@H]2/C=C/C(=O)N[C@@H](C)CCCc2cccnc2)c1

HCID86742538

未命名化合物

收率 60.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

As in example 141, (S)-(E)-3-[2,2-bis(3-methoxyphenyl)cyclopropyl]-2-propenoic acid 4-nitrophenyl ester (2.2 g) was reacted with (R)-alpha-methyl-3-pyridinebutanamine (0.81 g) in tetrahydrofuran (15 mL) at ambient temperature overnight. The crude product, isolated in the usual manner, was purified by HPLC (ethyl acetate) and then crystallized from ethyl acetate-hexane to give 1.4 g of (S,R*)-(E)-3-[2,2-bis(3-methoxyphenyl)-cyclopropyl]-N-[1-methyl-4-(3-pyridinyl)butyl]-2-propenamide, mp 104°-106° C.

WORKUP

后处理

customThe crude product, isolated in the usual manner
customwas purified by HPLC (ethyl acetate)
customcrystallized from ethyl acetate-hexane

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-52d96faf0f194649b89f0c28c0c36a3c
来源数据集: uspto-grants-1988_11
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US04786646
来源说明: uspto-grants-1988_11

反应SMILES

[N+](C1C=CC([O:10][C:11](=O)/[CH:12]=[CH:13]/[C@@H:14]2[CH2:16][C:15]2([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=2)=CC=1)([O-])=O.[CH3:34][C@@H:35]([NH2:45])[CH2:36][CH2:37][CH2:38][C:39]1[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=1>O1CCCC1>[CH3:32][O:31][C:27]1[CH:26]=[C:25]([C:15]2([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=3)[CH2:16][C@@H:14]2/[CH:13]=[CH:12]/[C:11]([NH:45][C@@H:35]([CH3:34])[CH2:36][CH2:37][CH2:38][C:39]2[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=2)=[O:10])[CH:30]=[CH:29][CH:28]=1