Dicyclohexylcarbodiimide → N-{4-oxo-4-[3-(2-oxo-1-pyrrolidinyl)propylamino]butanoyl}-L-prolinol

HRID 892615ノート

反応式

HRID 892615 の反応式
[O:1]=[C:2]([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:16][CH2:15][CH2:14][C:13]1=[O:17])[CH2:3][CH2:4][C:5]([OH:7])=O.[NH:18]1[CH2:24][CH2:23][CH2:22][C@H:19]1[CH2:20][OH:21].C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C=O)C>[O:1]=[C:2]([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:16][CH2:15][CH2:14][C:13]1=[O:17])[CH2:3][CH2:4][C:5]([N:18]1[CH2:24][CH2:23][CH2:22][C@H:19]1[CH2:20][OH:21])=[O:7]

参加物

6

反応物 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 640091L-ProlinolHCID 198959194-Oxo-4-[3-(2-oxo-1-pyrrolidinyl)propylamino]butyric acid

生成物 1

HCID 54573583N-{4-oxo-4-[3-(2-oxo-1-pyrrolidinyl)propylamino]butanoyl}-L-prolinol収率 55.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-oxo-4-[3-(2-oxo-1-pyrrolidinyl)propylamino]butyric acid (255 mg) and L-prolinol (118 mg) in DMF (5 ml) were added HOBt (157 mg) and DCC (249 mg) at -25° C. and the mixture was stirred at a temperature of -25°-0° C. for 3 hours. After 15 hours' stirring at room temperature, the precipitated dicyclohexylurea was filtered off, and the filtrate was concentrated. The residue was treated in the same manner as in Example 10-B) to give 189 mg of N-{4-oxo-4-[3-(2-oxo-1-pyrrolidinyl)propylamino]butanoyl}-L-prolinol.

後処理

  1. stirringAfter 15 hours' stirring at room temperature
  2. filtrationthe precipitated dicyclohexylurea was filtered off
  3. concentrationthe filtrate was concentrated
  4. additionThe residue was treated in the same manner as in Example 10-B)

出典と根拠

ORDレコード
ord-48bd4a3e027d4ae195377684f33ec795
出典データセット
uspto-grants-1992_06
特許番号
US05118811

反応ノート

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