Acetyl chloride → trans 3-(Acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid

HRID 5395

反応式

HRID 5395 の反応式
[SH:1][CH2:2][C@H:3]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]([C:13]([OH:15])=[O:14])[NH:5][C:4]1=[O:16].[C:17](Cl)(=[O:19])[CH3:18]>N1C=CC=CC=1>[C:17]([S:1][CH2:2][C@H:3]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]([C:13]([OH:15])=[O:14])[NH:5][C:4]1=[O:16])(=[O:19])[CH3:18]

参加物

4

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.

後処理

  1. customThe reaction is quenched
  2. temperatureby cooling to 0° C.
  3. additionadding concentrated hydrochloric acid (20 mL)
  4. additiondiluting with water
  5. extractionextracting several times with ethyl acetate
  6. dry with materialThe combined organic layers are dried (MgSO4)
  7. customthe solvent is evaporated

出典と根拠

ORDレコード
ord-0675e965fa4340e2acbd5041468c8136
出典データセット
uspto-grants-1993_09
特許番号
US05244889

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