HRID865596

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID82029

4-Methylmorpholine 4-oxide

C5H11NO2

结构：CCC1CCCC2C(=O)OC(C(C)=CC3CCC(OCC(O)c4ccccc4)C(OC)C3)C(C)C(O[Si](C)(C)C(C)(C)C)CC(=O)CC=C(C)CC(C)CC(OC)C3OC(O)(C(=O)C(=O)N12)C(C)CC3OC

HCID57015410

未命名化合物

PRODUCTS

生成物

结构：CCC1C=C(C)CC(C)CC(OC)C2OC(O)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C)=CC3CCC(OCC(=O)c4ccccc4)C(OC)C3)C(C)C(O[Si](C)(C)C(C)(C)C)CC1=O)C(C)CC2OC

HCID57120639

未命名化合物

收率 77.1%

AUXILIARIES

试剂、催化剂与溶剂

结构：CCC[N+](CCC)(CCC)CCC.O=[Ru](=O)(=O)[O-]

催化剂HCID178419074

未命名化合物

PROCEDURE

实验过程

To solution of 17 ethyl-1-hydroxy-14-(tert-butyldimethylsiloxy)-12-[2'-(4"-(2"'-phenyl-2"'hydroxyethyloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (13 mg in 0.3 mL methylene chloride) was added powdered 4A molecular sieves (10 mg), 4-methylmorpholine N-oxide (6.0 mg), tetrapropylammonium perruthenate (1.0 mg) and the reaction stirred at room temperature. After 30 minutes the mixture was filtered through a small diatomaceous earth/silica gel plug and the filtrate concentrated in vacuo. Purification by flash chromatography on silica gel (ethyl acetate:hexane (1:2)+1% methanol) gave the title compound (10 mg).

WORKUP

后处理

filtrationAfter 30 minutes the mixture was filtered through a small diatomaceous earth/silica gel plug
concentrationthe filtrate concentrated in vacuo
customPurification by flash chromatography on silica gel (ethyl acetate:hexane (1:2)+1% methanol)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-edada6aabbcd4628b4cb02e652b6b013
来源数据集: uspto-grants-1996_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05565560
来源说明: uspto-grants-1996_10

反应 SMILES

C([CH:3]1[CH2:29][CH2:28][CH2:27][CH:26]2[N:4]1[C:5](=[O:72])[C:6](=[O:71])[C:7]1([OH:70])[O:66][CH:11]([CH:12]([O:64][CH3:65])[CH2:13][CH:14]([CH3:63])[CH2:15][C:16]([CH3:62])=[CH:17][CH2:18][C:19](=[O:61])[CH2:20][CH:21]([O:53][Si:54]([C:57]([CH3:60])([CH3:59])[CH3:58])([CH3:56])[CH3:55])[CH:22]([CH3:52])[CH:23]([C:31]([CH3:51])=[CH:32][CH:33]3[CH2:38][CH2:37][CH:36]([O:39][CH2:40][CH:41]([C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)[OH:42])[CH:35]([O:49][CH3:50])[CH2:34]3)[O:24][C:25]2=[O:30])[CH:10]([O:67][CH3:68])[CH2:9][CH:8]1[CH3:69])C.C[N+]1([O-])CCO[CH2:76][CH2:75]1>[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[CH2:75]([CH:18]1[CH:17]=[C:16]([CH3:62])[CH2:15][CH:14]([CH3:63])[CH2:13][CH:12]([O:64][CH3:65])[CH:11]2[O:66][C:7]([OH:70])([CH:8]([CH3:69])[CH2:9][CH:10]2[O:67][CH3:68])[C:6](=[O:71])[C:5](=[O:72])[N:4]2[CH:26]([CH2:27][CH2:28][CH2:29][CH2:3]2)[C:25](=[O:30])[O:24][CH:23]([C:31]([CH3:51])=[CH:32][CH:33]2[CH2:38][CH2:37][CH:36]([O:39][CH2:40][C:41]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)=[O:42])[CH:35]([O:49][CH3:50])[CH2:34]2)[CH:22]([CH3:52])[CH:21]([O:53][Si:54]([C:57]([CH3:60])([CH3:59])[CH3:58])([CH3:55])[CH3:56])[CH2:20][C:19]1=[O:61])[CH3:76]