HRID1291798

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[P-](F)(F)(F)(F)F

HCID2733084

Methanaminium, N-[(1H-benzotriazol-1-yloxy)(dimethylamino)methylene]-N-methyl-, hexafluorophosphate(1-) (1:1)

C11H16F6N5OP

HCID54169760

未命名化合物

结构：NC(=O)C[C@H](NC(=O)c1ccc2ccccc2n1)C(=O)N[C@@H](Cc1ccccc1)[C@@H](O)CN(N)Cc1ccccc1

HCID69782895

未命名化合物

PRODUCTS

生成物

结构：CCOC(COC(=O)N[C@H](C(=O)NN(Cc1ccccc1)C[C@H](O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(N)=O)NC(=O)c1ccc2ccccc2n1)C(C)C)OC

HCID131720660

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

溶剂HCID19048625

未命名化合物

PROCEDURE

实验过程

Analogously to Example 111, 52 mg (0.198 mmol) of N-(2-(2-methoxy-ethoxy)-ethoxy)carbonyl-(L)-valine (Example 82a)) and 100 mg (0.180 mmol) of 1-[2(S)-hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparaginyl)amino-4-phenyl-butyl]-1-[phenylmethyl]-hydrazine in 1.8 ml of 0.3M NMM/DMF are reacted with 75.1 mg (0.198 mmol) of HBTU. The evaporation residue is taken up in methylene chloride and washed with 2 portions of 10% citric acid solution, water, saturated NaHCO3 solution and brine. The aqueous phases are extracted a further twice with methylene chloride and the combined organic phases are dried with Na2SO4 and concentrated by evaporation. Column chromatography (SiO2, methylene chloride/methanol 19:1) yields the title compound: TLC Rf (J')=0.08; tRet (V)=13.5 min; FAB-MS (M+H)+ +800.

WORKUP

后处理

washwashed with 2 portions of 10% citric acid solution, water, saturated NaHCO3 solution and brine
extractionThe aqueous phases are extracted a further twice with methylene chloride
dry with materialthe combined organic phases are dried with Na2SO4
concentrationconcentrated by evaporation

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-43fc557bfd2b4c69804073f28e5b88ea
来源数据集: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05753652
来源说明: uspto-grants-1998_05

反应 SMILES

CO[CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][C:9]([NH:11][C@H:12]([C:16]([OH:18])=O)[CH:13]([CH3:15])[CH3:14])=[O:10].[OH:19][C@H:20]([C@@H:31]([NH:39][C:40](=[O:59])[C@H:41]([CH2:55][C:56](=[O:58])[NH2:57])[NH:42][C:43]([C:45]1[CH:54]=[CH:53][C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[N:46]=1)=[O:44])[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH2:21][N:22]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[NH2:23].CN([C:63]([O:67]N1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN1CCOCC1.CN(C=O)C.C(Cl)Cl>[OH:19][C@H:20]([C@@H:31]([NH:39][C:40](=[O:59])[C@H:41]([CH2:55][C:56](=[O:58])[NH2:57])[NH:42][C:43]([C:45]1[CH:54]=[CH:53][C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[N:46]=1)=[O:44])[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH2:21][N:22]([CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[NH:23][C:16](=[O:18])[C@H:12]([CH:13]([CH3:14])[CH3:15])[NH:11][C:9]([O:8][CH2:7][CH:6]([O:67][CH3:63])[O:5][CH2:4][CH3:3])=[O:10]