HRID710337

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID12370

1-Octyne

C8H14

HCID11514385

1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamate

C13H21NO4

结构：COc1cccc(N(C)S(=O)(=O)c2ccc(Br)cc2)c1

HCID62003284

未命名化合物

结构：Ic1ccc2c(c1)CN(C(c1ccccc1)(c1ccccc1)c1ccccc1)C2

HCID66726248

未命名化合物

PRODUCTS

生成物

结构：COc1cccc(N(C)S(=O)(=O)c2ccc(C#CC3(NC(=O)OC(C)(C)C)COC(C)(C)OC3)cc2)c1

HCID131733942

未命名化合物

收率 59%

PROCEDURE

实验过程

When tert-butyl 5-ethynyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate was substituted for 1-octyne and the product of Step B was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 59% yield, as a creamy paste. 1H-NMR (CDCl3) 1.45 (s, 3H); 1.46 (s, 9H); 1.49 (5, 3H); 1.58 (s, 2H); 2.63 (s, 2H); 3.13 (s, 3H); 3.75 (s, 3H); 3.96 (d, 2H, J=17.23 Hz), 4.07 (d, 2H, J=17.23 Hz); 6.54 (dd, 1H, J=1.66, 7.92 Hz), 6.69 (tr, 1H, J=2.18 Hz); 6.79 (dd, 1H, J=2.39, 10.68 Hz); 7.16 (tr, 1H, J=8.15 Hz); 7.47 (s, 4H).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8ffce183ff9b4336a235c886e0df4ef1
来源数据集: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09181182B2
来源说明: uspto-grants-2015_11

反应 SMILES

[C:1]([C:3]1([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:8][O:7][C:6]([CH3:10])([CH3:9])[O:5][CH2:4]1)#[CH:2].C#CCCCCCC.Br[C:28]1[CH:33]=[CH:32][C:31]([S:34]([N:37]([C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([O:45][CH3:46])[CH:40]=2)[CH3:38])(=[O:36])=[O:35])=[CH:30][CH:29]=1.IC1C=C2C(=CC=1)CN(C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C2>>[C:14]([O:13][C:12](=[O:18])[NH:11][C:3]1([C:1]#[C:2][C:28]2[CH:29]=[CH:30][C:31]([S:34](=[O:36])(=[O:35])[N:37]([C:39]3[CH:44]=[CH:43][CH:42]=[C:41]([O:45][CH3:46])[CH:40]=3)[CH3:38])=[CH:32][CH:33]=2)[CH2:8][O:7][C:6]([CH3:10])([CH3:9])[O:5][CH2:4]1)([CH3:17])([CH3:16])[CH3:15]