Anisole → H-Gln-Arg-Pro-Ala-Lys-OH

HRID 722994노트

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HRID 722994 반응식
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:8]([NH:10][C@H:11]([C:29]([N:31]1[CH2:70][CH2:69][CH2:68][C@H:32]1[C:33]([NH:35][C@H:36]([C:38]([NH:40][C@H:41]([C:58]([O:60]CC1C=CC=CC=1)=[O:59])[CH2:42][CH2:43][CH2:44][CH2:45][NH:46]C(OCC1C=CC=CC=1Cl)=O)=[O:39])[CH3:37])=[O:34])=[O:30])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:28])[NH:17]S(C1C=CC(C)=CC=1)(=O)=O)=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6].C1(OC)C=CC=CC=1>>[NH2:1][C@H:2]([C:8]([NH:10][C@H:11]([C:29]([N:31]1[CH2:70][CH2:69][CH2:68][C@H:32]1[C:33]([NH:35][C@H:36]([C:38]([NH:40][C@H:41]([C:58]([OH:60])=[O:59])[CH2:42][CH2:43][CH2:44][CH2:45][NH2:46])=[O:39])[CH3:37])=[O:34])=[O:30])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:17])[NH2:28])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6]

참가 물질

3

반응물 2

HCID 7519AnisoleHCID 178427539HCID 178427539, 화합물

생성물 1

HCID 178462131H-Gln-Arg-Pro-Ala-Lys-OH수율 111.4%

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온도
0 °C

실험 절차

The solution of 250 mg (0.225 mmol) of Boc-Gln-Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl (SEQ ID NO: 16), 1 ml of anisole and 2 ml of HF was stirred at 0° C. for 2 h. The reaction mixture was evaporated under reduced pressure to remove HF. To the residue 2 ml of HF were added and the solution was stirred at 0° C. for another 1 h. The reaction mixture was evaporated under reduced pressure to remove HF. The residue was triturated with ether and the resulted solid was purified on the Sephadex G-10 column. The collected fractions were lyophilized to provide 150 mg (98%) of the title compound. Mp. 180–182° C., FAB-MS (m/e) 600[M+H]+.

후처리

  1. customThe reaction mixture was evaporated under reduced pressure
  2. customto remove HF
  3. additionTo the residue 2 ml of HF were added
  4. customThe reaction mixture was evaporated under reduced pressure
  5. customto remove HF
  6. customThe residue was triturated with ether
  7. customthe resulted solid was purified on the Sephadex G-10 column

출처 및 근거

ORD 기록
ord-6c145a7a75c84504b61c99cb190a7dff
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138491B2

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