HRID1970490

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

HCID7525

N-Ethylmorpholine

C6H13NO

结构：CCOC(=O)C(C#N)=NOC(N(C)C)=[N+](C)C.F[B-](F)(F)F

HCID2733286

未命名化合物

结构：CC(C)(C)OC(=O)N[C@@H](CCCO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C(=O)O

HCID66856371

未命名化合物

HCID86650472

未命名化合物

PRODUCTS

生成物

结构：CCCCOC(=O)N1CCN(C(=O)[C@H](CCCO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)NC(=O)OC(C)(C)C)CC1

HCID66854356

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

To a solution of 1.6 g (S)-2-tert-Butoxycarbonylamino-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid in 8 ml DMF were added 1.7 ml N-ethylmorpholine, 1.0 g 1-butoxy-carbonylpiperazine hydrotrifluoroacetate and 1.1 g TOTU. The solution was stirred for 12 h before being diluted with ethyl acetate and extracted subsequently with aqueous LiCl (4%), 0.1 M HCl and saturated aqueous NaHCO3. The crude product obtained after evaporation of the solvent was used without further purification. Yield: 1.8 g.

WORKUP

后处理

extractionextracted subsequently with aqueous LiCl (4%), 0.1 M HCl and saturated aqueous NaHCO3

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-00fa13226e384e0288545a43d46153a9
来源数据集: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08426420B2
来源说明: uspto-grants-2013_04

反应 SMILES

[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][CH2:14][CH2:15][O:16][Si:17]([C:30]([CH3:33])([CH3:32])[CH3:31])([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)C(O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N1CCOCC1)C.[CH2:42]([O:46]N1CCNCC1=C=O)[CH2:43][CH2:44][CH3:45].[B-](F)(F)(F)F.CCOC(C(C#N)=N[O:67][C:68]([N:72]([CH3:74])[CH3:73])=[N+](C)C)=O.[CH3:77][N:78]([CH:80]=[O:81])[CH3:79]>C(OCC)(=O)C>[CH2:42]([O:46][C:80]([N:78]1[CH2:79][CH2:73][N:72]([C:68](=[O:67])[C@@H:9]([NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:7])[CH2:13][CH2:14][CH2:15][O:16][Si:17]([C:30]([CH3:31])([CH3:33])[CH3:32])([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:74][CH2:77]1)=[O:81])[CH2:43][CH2:44][CH3:45]