HRID618144

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7972

4-Methylmorpholine

C5H11NO

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

HCID151348

Tri(dimethylamino)benzotriazol-1-yloxyphosphonium hexafluorophosphate

C12H22F6N6OP2

结构：CN(CC(=O)O)C(=O)CCCc1ccnc(C(=O)OC(C)(C)C)c1N

HCID67601156

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)C[C@H](N)CCc1c[nH]c2ccccc12.CN(CC(=O)O)C(=O)CCCc1ccnc(C(=O)OC(C)(C)C)c1N

HCID67601154

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

Acid 4-3 (84 mg, 0.24 mmol), amine 4-4 (see Duggan et al., U.S. Pat. No. 5,264,420) (68 mg, 0.26 mmol), NMM (104 μL, 0.95 mmol) and BOP (127 mg, 0.29 mmol) were combined in 2.4 mL CH3CN. After stirring overnight the mixture was diluted with EtOAc, washed with water (4×), sat. NaHCO3, and brine, dried (MgSO4) and concentrated. Flash chromatography (silica, EtOAc) provided 4-5 as a colorless oil

WORKUP

后处理

washwashed with water (4×), sat. NaHCO3, and brine
dry with materialdried (MgSO4)
concentrationconcentrated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c4f1edd56c7e4cef996c6cacfa0c3b49
来源数据集: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05952306
来源说明: uspto-grants-1999_09

反应 SMILES

[C:1]([C:8]1[C:13]([NH2:14])=[C:12]([CH2:15][CH2:16][CH2:17][C:18]([N:20]([CH2:22][C:23]([OH:25])=[O:24])[CH3:21])=[O:19])[CH:11]=[CH:10][N:9]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CN1CCOCC1.F[P-](F)(F)(F)(F)F.[N:40]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=2N=N1>CC#N.CCOC(C)=O>[C:1]([C:8]1[C:13]([NH2:14])=[C:12]([CH2:15][CH2:16][CH2:17][C:18]([N:20]([CH2:22][C:23]([OH:25])=[O:24])[CH3:21])=[O:19])[CH:11]=[CH:10][N:9]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH2:4]([O:3][C:1](=[O:2])[CH2:8][C@@H:13]([CH2:12][CH2:15][C:16]1[C:43]2[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=2)[NH:40][CH:17]=1)[NH2:14])[CH3:5]