HRID488643

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

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

HCID2733207

O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

C11H16BF4N5O

结构：CC(C)(C)OC(=O)[C@@H](N)Cc1ccc(OC(C)(C)C)cc1.Cl

HCID16219019

tert-Butyl O-tert-butyl-L-tyrosinate--hydrogen chloride (1/1)

C17H28ClNO3

结构：CCc1cc(CC(NC(C)=O)C(=O)NCCCCC(=O)O)ccc1N(C(=O)C(=O)OC(C)(C)C)c1ccccc1C(=O)OC(c1ccccc1)c1ccccc1

HCID22271956

未命名化合物

PRODUCTS

生成物

结构：CCc1cc(CC(NC(C)=O)C(=O)NCCCCC(=O)N[C@@H](Cc2ccc(OC(C)(C)C)cc2)C(=O)O)ccc1N(C(=O)C(=O)OC(C)(C)C)c1ccccc1C(=O)OC(c1ccccc1)c1ccccc1

HCID86585322

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A mixture 5-{[2-(acetylamino)-3-(4-{2-[(benzhydryloxy)carbonyl][tert-butoxy(oxo)acetyl]anilino}-3-ethylphenyl)propanoyl]amino}pentanoic acid (30 mg, 0.04 mmol), H-TYR(TBU)-OTBU HCL(26 mg, 0.08 mmol), 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (16 mg, 0.048 mmol) and diisopropylethylamine (26 μL) in N,N-dimethylformamide (250 μL) was stirred at ambient temperature overnight, concentrated under reduced pressure and the residue purified by reverse-phase HPLC eluting with 5-100% acetonitrile/aqueous 0.1% trifluoroacetic acid to provide the titled compound.

WORKUP

后处理

concentrationconcentrated under reduced pressure
customthe residue purified by reverse-phase
washHPLC eluting with 5-100% acetonitrile/aqueous 0.1% trifluoroacetic acid

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d6060b51bd1647cda447d36f76e95216
来源数据集: uspto-grants-2005_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06972340B2
来源说明: uspto-grants-2005_12

反应 SMILES

[C:1]([NH:4][CH:5]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]([C:46](=[O:54])[C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:30]([O:32][CH:33]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:31])=[C:19]([CH2:55][CH3:56])[CH:18]=1)[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](O)=[O:14])=[O:7])(=[O:3])[CH3:2].[CH3:57][C:58]([O:61][C:62]1[CH:67]=[CH:66][C:65]([CH2:68][C@H:69]([NH2:77])[C:70]([O:72]C(C)(C)C)=[O:71])=[CH:64][CH:63]=1)([CH3:60])[CH3:59].Cl.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C>CN(C)C=O>[C:1]([NH:4][CH:5]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]([C:46](=[O:54])[C:47]([O:49][C:50]([CH3:52])([CH3:51])[CH3:53])=[O:48])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:30]([O:32][CH:33]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:31])=[C:19]([CH2:55][CH3:56])[CH:18]=1)[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([NH:77][C@@H:69]([CH2:68][C:65]1[CH:64]=[CH:63][C:62]([O:61][C:58]([CH3:57])([CH3:59])[CH3:60])=[CH:67][CH:66]=1)[C:70]([OH:72])=[O:71])=[O:14])=[O:7])(=[O:3])[CH3:2]