huagongshe.com
HRID1486112

反应详情

EQUATION

反应方程式

HRID 1486112 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-]
HCID19660

Carbonate

CO3-2

结构：Cc1ccc2ccccc2c1CCl
HCID81106

1-(Chloromethyl)-2-methylnaphthalene

C12H11Cl

结构：C[C@@H]1Nc2cc(C#N)ccc2NC(=O)[C@H]1NC(=O)OC(C)(C)C
HCID72713838

未命名化合物

PRODUCTS

生成物

1
结构：Cc1ccc2ccccc2c1CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)[C@H](C)Nc2cc(C#N)ccc21
HCID72714055

未命名化合物

收率 80%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

结构：CCOC(C)=O
溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

To a rt solution of tert-butyl(3S,4S)-7-cyano-4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate (308 mg, 974 μmol) in DMF (2.43 ml) was added 1-(chloromethyl)-2-methylnaphthalene (223 mg, 1.17 mmol) and cesiuim carbonate (952 mg, 2.92 mmol). The reaction was stirred at rt for 2 h, then diluted with EtOAc, washed with H2O and sat. aq. NaCl, dried over Na2SO4, filtered, and concentrated. The crude material was purified by flash chromatography to provide tert-butyl(3S,4S)-7-cyano-4-methyl-1-((2-methylnaphthalen-1-yl)methyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate (364 mg, 80% yield) as an off-white oil. MS m/z 493 (MNa)+.

WORKUP

后处理

  1. washwashed with H2O and sat. aq. NaCl
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was purified by flash chromatography