反応 #5491

ord-0675e965fa4340e2acbd5041468c8136

反応方程式

O=C1N[C@@H](C(=O)O)CCCCCC[C@@H]1CS
Trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxylic acid
CC(=O)Cl
Acetyl chloride
CC(=O)SC[C@H]1CCCCCC[C@H](C(=O)O)NC1=O
trans 3-(acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The reaction is quenched
  2. 2
    温度by cooling to 0° C.
  3. 3
    workup.ADDITIONadding concentrated hydrochloric acid (20 mL)
  4. 4
    workup.ADDITIONdiluting with water
  5. 5
    抽出extracting several times with ethyl acetate
  6. 6
    乾燥The combined organic layers are dried (MgSO4)
  7. 7
    その他the solvent is evaporated

実験手順

Trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxylic acid (0.75 g, 3.06 mmol) is dissolved in pyridine (20 mL). Acetyl chloride (0.26 g, 3.37 mmol) is added, and the reaction is stirred at room temperature overnight. The reaction is quenched by cooling to 0° C., adding concentrated hydrochloric acid (20 mL), diluting with water, and extracting several times with ethyl acetate. The combined organic layers are dried (MgSO4), and the solvent is evaporated to give trans 3-(acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid, MS:M+1=288.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05244889uspto-grants-1993_09