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

HRID 892615노트

반응식

HRID 892615 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-48bd4a3e027d4ae195377684f33ec795
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05118811

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