HRID2249823

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID78288

Glycine, N-[(1,1-dimethylethoxy)carbonyl]-

C7H13NO4

反应SMILES：Cc1cc(F)ccc1-c1nc(NCCN)nc2c1ccc(=O)n2-c1c(F)cccc1F

HCID59639577

未命名化合物

PRODUCTS

产物

反应SMILES：Cc1cc(F)ccc1C1=c2ccc(=O)n(-c3c(F)cccc3F)c2=NCN1C(=O)CN(CCN)C(=O)OC(C)(C)C

HCID131726734

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

2 次

PROCEDURE

实验过程

The title compound of Example 157 (168 mg, 0.0004 mol) in dry THF (2 mL) with tert-butoxycarbonylglycine (70 mg, 0.0004 mol) was treated with dicyclohexylcarbodiimide (82.4 mg, 0.0004 mol) in dry THF (2 mL). The solution was stirred 16 h at 23°; filtered and stripped to dryness. The residue was taken up in methylene chloride (5 mL) and applied to a Chromatotron™ Rotor Plate (1000 u thickness); plate eluted with methylene chloride-methanol gradient (0% to 3% MeOH). This afforded 122 mg (52%) of the title compound as a light red solid. LC MS (m/e)=583(MH+). Rt=2.12 min.

WORKUP

后处理

filtrationfiltered
washplate eluted with methylene chloride-methanol gradient (0% to 3% MeOH)

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-9b5e49b2574b4057b3bf470031452229
来源数据集: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US07314881B2
来源说明: uspto-grants-2008_01

反应SMILES

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16](NCCN)[N:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[CH3:26])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:31].[C:32]([O:36][C:37]([NH:39][CH2:40][C:41]([OH:43])=O)=[O:38])([CH3:35])([CH3:34])[CH3:33].[CH:44]1([N:50]=C=NC2CCCCC2)CCCC[CH2:45]1>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2=[N:15][CH2:16][N:17]([C:41](=[O:43])[CH2:40][N:39]([C:37]([O:36][C:32]([CH3:33])([CH3:34])[CH3:35])=[O:38])[CH2:45][CH2:44][NH2:50])[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[CH3:26])=[C:13]2[CH:12]=[CH:11][C:10]1=[O:31]