HRID74806

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

结构：CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F

HCID9886157

Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

C10H15F6N6OP

HCID11206950

1-(tert-Butoxycarbonyl)-2-methyl-L-proline

C11H19NO4

结构：CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)NCCC1C=CC=CC=C1)OC)N(C)C(=O)[C@@H](N)C(C)C

HCID86685760

未命名化合物

PRODUCTS

生成物

结构：CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)NCCC1C=CC=CC=C1)OC)N(C)C(=O)[C@@H](NC(=O)[C@]1(C)CCCN1C(=O)OC(C)(C)C)C(C)C

HCID86762716

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

According to the general procedure D, from #176 (100 mg, 0.170 mmol, 1 eq.), (S)-1-(tert-butoxycarbonyl)-2-methyl-L-proline (50.7 mg, 0.221 mmol, 1.3 eq.), dichloromethane (4.3 mL), HATU (84.9 mg, 0.221 mmol, 1.3 eq.) and N,N-diisopropylethylamine (0.123 mL, 0.697 mmol, 4.1 eq.), was synthesized the crude desired material, which was purified by silica gel chromatography (Gradient: 0 to 100% ethyl acetate in heptane) to afford #181 (142 mg, assume quantitative yield). LC-MS (Protocol Q1): m/z 800.6 [M+H+], retention time=1.11 minutes.

WORKUP

后处理

customwas purified by silica gel chromatography (Gradient: 0 to 100% ethyl acetate in heptane)
customto afford #181 (142 mg, assume quantitative yield)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a69467a38b754e40a8c54c495e1bd0a9
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08828401B2
来源说明: uspto-grants-2014_09

反应 SMILES

[CH:1]1([CH2:8][CH2:9][NH:10][C:11](=[O:42])[C@H:12]([CH3:41])[C@H:13]([C@@H:16]2[CH2:20][CH2:19][CH2:18][N:17]2[C:21](=[O:40])[CH2:22][C@@H:23]([O:38][CH3:39])[C@@H:24]([N:29]([CH3:37])[C:30](=[O:36])[C@H:31]([CH:33]([CH3:35])[CH3:34])[NH2:32])[C@@H:25]([CH3:28])[CH2:26][CH3:27])[O:14][CH3:15])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=[CH:2]1.[C:43]([O:47][C:48]([N:50]1[CH2:57][CH2:56][CH2:55][C@@:51]1([CH3:58])[C:52](O)=[O:53])=[O:49])([CH3:46])([CH3:45])[CH3:44].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>ClCCl>[C:43]([O:47][C:48]([N:50]1[CH2:57][CH2:56][CH2:55][C@@:51]1([CH3:58])[C:52]([NH:32][C@H:31]([C:30]([N:29]([C@@H:24]([C@@H:25]([CH3:28])[CH2:26][CH3:27])[C@H:23]([O:38][CH3:39])[CH2:22][C:21]([N:17]1[CH2:18][CH2:19][CH2:20][C@H:16]1[C@H:13]([O:14][CH3:15])[C@@H:12]([CH3:41])[C:11]([NH:10][CH2:9][CH2:8][CH:1]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=[CH:2]1)=[O:42])=[O:40])[CH3:37])=[O:36])[CH:33]([CH3:34])[CH3:35])=[O:53])=[O:49])([CH3:46])([CH3:44])[CH3:45]