HRID33994

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8857

Ethyl acetate

C4H8O2

结构：[O]=[Cr](=[O])([O-])[O][Cr](=[O])(=[O])[O-].c1cc[nH+]cc1.c1cc[nH+]cc1

HCID2724130

Chromic acid (H2Cr2O7), compd. with pyridine (1:2)

C10H12Cr2N2O7

结构：C=CCOC(=O)CCC(NC(=O)Oc1ccc(COC(=O)Nc2cc(OC)c(OC)cc2C(=O)N2CCCC2CO)cc1)C(=O)OCC=C

HCID69031636

未命名化合物

PRODUCTS

生成物

结构：C=CCOC(=O)CCC(NC(=O)Oc1ccc(COC(=O)N2c3cc(OC)c(OC)cc3C(=O)N3CCC[C@H]3[C@@H]2O)cc1)C(=O)OCC=C

HCID69255291

未命名化合物

收率 66%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

The alcohol 44 (0.55 g, 0.8 mmol) was reacted (Method B) with pyridinium dichromate (0.36 g, 0.96 mmol) and 4 Å molecular sieves (0.4 g) in anhydrous CH2Cl2 (4 mL). The product was obtained (flash column chromatography 80% EtOAc/20% n-hexane) as a white foam (0.36 g, 66%). 1H NMR (CDCl3) δ 7.22 (m, 3H), 7.07 (d, J=7.5 Hz, 2H), 6.50 (s, 1H), 5.95 (m, 3H), 5.70 (dd, J=3, 10 Hz, 1H); 5.30 (m, 5H), 4.90 (d, J=13 Hz, 1H), 4.60 (m, 4H), 4.45 (m, 1H), 3.92 (s, 3H), 3.55 (m, 8H), 2.50 (m, 2H), 2.30 (m, 1H), 2.10 (m, 4H).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8980dce0c0554d698452abd8ace02d5d
来源数据集: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07429658B2
来源说明: uspto-grants-2008_09

反应 SMILES

[CH2:1]([O:4][C:5](=[O:49])[CH:6]([NH:15][C:16]([O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][O:26][C:27](=[O:48])[NH:28][C:29]2[CH:34]=[C:33]([O:35][CH3:36])[C:32]([O:37][CH3:38])=[CH:31][C:30]=2[C:39]([N:41]2[CH2:45][CH2:44][CH2:43][CH:42]2[CH2:46][OH:47])=[O:40])=[CH:21][CH:20]=1)=[O:17])[CH2:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])[CH:2]=[CH2:3].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.CCOC(C)=O>C(Cl)Cl>[CH2:1]([O:4][C:5](=[O:49])[CH:6]([NH:15][C:16]([O:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:25][O:26][C:27]([N:28]2[C:29]3[CH:34]=[C:33]([O:35][CH3:36])[C:32]([O:37][CH3:38])=[CH:31][C:30]=3[C:39](=[O:40])[N:41]3[CH2:45][CH2:44][CH2:43][C@H:42]3[C@@H:46]2[OH:47])=[O:48])=[CH:23][CH:24]=1)=[O:17])[CH2:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])[CH:2]=[CH2:3]