huagongshe.com
HRID2364954

反应详情

EQUATION

反应方程式

HRID 2364954 的结构方程式

REACTANTS

反应物

3
结构：CCOC(=O)N1c2ccccc2C=CC1OCC
HCID27833

2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline

C14H17NO3

结构：COc1cc2c(cc1OCCCOc1cc3c(cc1OC)C(=O)N1C=C(c4ccc(N)cc4)C[C@H]1C=N3)N=C[C@@H]1CC(C)=CN1C2=O
HCID53491734

未命名化合物

结构：CC(C)[C@H](NC(=O)CCCCCN1C(=O)C=CC1=O)C(=O)N[C@@H](C)C(=O)O
HCID67452206

未命名化合物

PRODUCTS

生成物

1
结构：COc1cc2c(cc1OCCCOc1cc3c(cc1OC)C(=O)N1C=C(c4ccc(NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)CCCCCN5C(=O)C=CC5=O)C(C)C)cc4)C[C@H]1C=N3)N=C[C@@H]1CC(C)=CN1C2=O
HCID53491736

未命名化合物

收率 50%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CO.ClCCl
溶剂HCID21226129

未命名化合物

PROCEDURE

实验过程

To a mixture of carboxylic acid 23 (8 mg, 21 umol) in 5% methanol/dichloromethane was added EEDQ (6.1 mg, 24.6 umol) and the mixture was stirred for 15 minutes under nitrogen at an ambient temperature. The resulting mixture was added to 11 (12 mg, 18.9 umol) and stirred for 3 hours under nitrogen. The reaction mixture was aspirated directly onto a 1 mm radial chromatotron plate and eluted with a gradient of 1 to 4% methanol in dichloromethane. Product containing fractions were concentrated under reduced pressure to give 9.4 mg (50%) of 30 as a yellow solid: MS (ES−) m/z 997.18 (M+H)+.

WORKUP

后处理

  1. stirringstirred for 3 hours under nitrogen
  2. washeluted with a gradient of 1 to 4% methanol in dichloromethane
  3. additionProduct containing fractions
  4. concentrationwere concentrated under reduced pressure