HRID1071012

反应详情

EQUATION

反应方程式

REACTANTS

反应物

反应SMILES：C=C(C)CO[C@H]1[C@H](C)OC(=O)[C@@H](NC(=O)c2nccc(OC)c2OCOC(C)=O)COC(=O)[C@@H]1Cc1ccccc1

HCID59989553

未命名化合物

HCID178418361

未命名化合物

PRODUCTS

产物

反应SMILES：COc1ccnc(C(=O)N[C@H]2COC(=O)[C@H](Cc3ccccc3)[C@@H](OCC(C)C)[C@H](C)OC2=O)c1OCOC(C)=O

HCID59989581

未命名化合物

收率 95%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

Compound 12 was prepared in 95% yield using Compound 6 (6.0 g, 10.5 mmol) with 10% palladium on charcoal (1.2 g) and hydrogen (40 psi) in ethyl acetate (150 mL) for 1.5 hour. Recrystallization from a mixture of hot methylcyclohexane and toluene (4:1) gave 5.7 g of white needles: m.p.134-136° C. Spectral data were consistent with the assigned structure.

WORKUP

后处理

customfor 1.5 hour
customRecrystallization
additionfrom a mixture of hot methylcyclohexane and toluene (4:1)

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-d6168b821f794d7d803151779a3c1c72
来源数据集: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US06903219B2
来源说明: uspto-grants-2005_06

反应SMILES

[C:1]([O:4][CH2:5][O:6][C:7]1[C:8]([C:15]([NH:17][C@H:18]2[CH2:26][O:25][C:24](=[O:27])[C@H:23]([CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C@@H:22]([O:35][CH2:36][C:37]([CH3:39])=[CH2:38])[C@H:21]([CH3:40])[O:20][C:19]2=[O:41])=[O:16])=[N:9][CH:10]=[CH:11][C:12]=1[O:13][CH3:14])(=[O:3])[CH3:2].[H][H]>[Pd].C(OCC)(=O)C>[C:1]([O:4][CH2:5][O:6][C:7]1[C:8]([C:15]([NH:17][C@H:18]2[CH2:26][O:25][C:24](=[O:27])[C@H:23]([CH2:28][C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C@@H:22]([O:35][CH2:36][CH:37]([CH3:38])[CH3:39])[C@H:21]([CH3:40])[O:20][C:19]2=[O:41])=[O:16])=[N:9][CH:10]=[CH:11][C:12]=1[O:13][CH3:14])(=[O:3])[CH3:2]