反应 #1269866

ord-aff6e45fe94d4893b2b4c499e6f21e29

反应方程式

CCCCOC(=O)N1CCN(C(=O)CNC(=O)c2nc(-c3ccccc3)sc2NCCC(=O)O)CC1
solution
CCCCOC(=O)N1CCN(C(=O)CNC(=O)c2nc(-c3ccccc3)sc2NCCC(=O)O)CC1
4-(2-{[5-(2-Carboxy-ethylamino)-2-phenyl-thiazole-4-carbonyl]-amino}-acetyl)-piperazine-1-carboxylic acid butyl ester
O=S(=O)(O)O
H2SO4
CCO
EtOH
CCCCOC(=O)N1CCN(C(=O)CNC(=O)c2nc(-c3ccccc3)sc2NCCC(=O)OCC)CC1
desired product
CCCCOC(=O)N1CCN(C(=O)CNC(=O)c2nc(-c3ccccc3)sc2NCCC(=O)OCC)CC1
4-(2-{[5-(2-Ethoxycarbonyl-ethylamino)-2-phenyl-thiazole-4-carbonyl]-amino}-acetyl)-piperazine-1-carboxylic acid butyl ester

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted with EtOAc (2×)
  2. 2
    干燥layers were dried over Na2SO4
  3. 3
    浓缩concentrated to dryness
  4. 4
    其他Purification by CC(CH2Cl2/MeOH 97:3)

实验过程

To a solution of Example 61 (6 mg) in EtOH (0.2 mL) was added concentrated H2SO4 (20 μL), and the reaction mixture was stirred at RT for 1 h. The reaction mixture was diluted with H2O and extracted with EtOAc (2×). The combined org. layers were dried over Na2SO4 and concentrated to dryness. Purification by CC(CH2Cl2/MeOH 97:3) gave 3 mg of the desired product.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08664203B2uspto-grants-2014_03