反应详情
EQUATION
反应方程式
REACTANTS
反应物
Hydrochloric Acid
ClH
Lithium hydroxide anhydrous
HLiO
Diisopropylethylamine
C8H19N
Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
C10H15F6N6OP
Ethyl 1-amino-2-ethenylcyclopropane-1-carboxylate
C8H13NO2
(1R,4R,5R)-N-[(1S)-1-[[[(1S)-1-Cyclohexyl-2-(methylamino)-2-oxoethyl]amino]carbonyl]-2,2-dimethylpropyl]-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxamide
C22H35N3O5
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
Compound 72 (60 mg, 0.14 mmol) was dissolved in dioxane (3.5 mL) and H2O (2.5 mL) and the solution was cooled to 0° C. LiOH (1 M, 280 □L, 0.28 mmol) was added dropwise during 5 min, after which the reaction mixture was stirred at 0° C. for 40 min. The pH was adjusted to 7 using 1 M HCl, and the solvents were evaporated. The residue was suspended in DMF (5 mL) and 1-amino-2-vinyl-cyclopropanecarboxylic acid ethyl ester (32 mg, 0.17 mmol), and DIEA (146 □L, 0.84 mmol) were added. After cooling to 0° C. HATU (64 mg, 0.17 mmol) was added and the mixture was stirred at 0° C. for 1 h and at rt for 1 h. The solvent was evaporated and the product was purified using flash column chromatography (EtOAc/MeOH 9:1) to give compound 73 (67 mg, 82%) as a white solid.
WORKUP
后处理
- customthe solvents were evaporated
- temperatureAfter cooling to 0° C
- stirringthe mixture was stirred at 0° C. for 1 h and at rt for 1 h
- customThe solvent was evaporated
- customthe product was purified