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Ethanol → L-prolyl-L-alanyl-L-proline

HRID 1458180
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HRID 1458180 반응식
C([O:8][C:9](=[O:27])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:26])[C@H:16]([CH3:25])[NH:17][C:18](=[O:24])[C@@H:19]1[CH2:23][CH2:22][CH2:21][NH:20]1)C1C=CC=CC=1.C(O)C.[H][H]>>[NH:20]1[CH2:21][CH2:22][CH2:23][C@H:19]1[C:18]([NH:17][C@H:16]([C:15]([N:11]1[CH2:12][CH2:13][CH2:14][C@H:10]1[C:9]([OH:27])=[O:8])=[O:26])[CH3:25])=[O:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 702EthanolHCID 86749330L-prolyl-L-alanyl-L-proline benzyl esterHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 9817252L-prolyl-L-alanyl-L-proline수율 73%

실험 절차

Into a Parr flask flushed with argon containing 450 mg of 10% palladium on charcoal catalyst was added a solution of Ac-L-prolyl-L-alanyl-L-proline benzyl ester in (1.0 g, 2.41 mmol) absolute ethanol (100 ml). The contents were shaken under 40 psi of hydrogen overnight at room temperature. The mixture was filtered through celite and the filtrate concentrated on a rotary evaporator to give crude Ac-L-prolyl-L-alanyl-L-proline which was crystallized from tetrahydrofuran-methanol-ether to give the desired product (0.57 g) in 73% yield.

후처리

  1. customInto a Parr flask flushed with argon containing 450 mg of 10% palladium on charcoal catalyst
  2. filtrationThe mixture was filtered through celite
  3. concentrationthe filtrate concentrated on a rotary evaporator

출처 및 근거

ORD 기록
ord-89fbcf6e60ca4bcc930e27c21067ee5d
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05849866

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