HRID1291797

反应详情

EQUATION

反应方程式

REACTANTS

反应物

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

HCID491700

未命名化合物

PRODUCTS

生成物

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

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID284

Formic acid

CH2O2

PROCEDURE

实验过程

1.0 g (1.53 mmol) of 1-[2(S)-hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparaginyl)amino-4-phenyl-butyl]-1-[phenylmethyl]-2-[tert-butoxycarbonyl]-hydrazine (Example 100 B) is dissolved in 10 ml of formic acid under protective gas and stirred for 16 h at RT. The formic acid is removed by evaporation under HV, the residue is partitioned between 3 portions of ethyl acetate, saturated NaHCO3 solution and brine, and the organic phases are dried with Na2SO4 and concentrated by evaporation to yield the title compound: tRet (V)=10.7 min.

WORKUP

后处理

customThe formic acid is removed by evaporation under HV
customthe residue is partitioned between 3 portions of ethyl acetate, saturated NaHCO3 solution and brine
dry with materialthe 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-b8680e366a4d426cae6e78f44d5151eb
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

[OH:1][C@H:2]([C@@H:20]([NH:28][C:29](=[O:48])[C@H:30]([CH2:44][C:45](=[O:47])[NH2:46])[NH:31][C:32]([C:34]1[CH:43]=[CH:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=1)=[O:33])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:3][N:4]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH:5]C(OC(C)(C)C)=O>C(O)=O>[OH:1][C@H:2]([C@@H:20]([NH:28][C:29](=[O:48])[C@H:30]([CH2:44][C:45](=[O:47])[NH2:46])[NH:31][C:32]([C:34]1[CH:43]=[CH:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=1)=[O:33])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:3][N:4]([CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[NH2:5]