Dicyclohexylcarbodiimide → HCID 12802629, 화합물

HRID 1156948노트

반응식

HRID 1156948 반응식
[NH:1]([C:22]([O:24]CC1C=CC=CC=1)=O)[CH2:2][C:3]([N:5]([CH3:21])[C@H:6]([C:14]([NH:16][NH:17][C:18]([NH2:20])=[O:19])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].[NH:32]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C@@H:33](C(O)=O)[CH2:34][C:35](=[O:37])[NH2:36].C1C2C3C(=O)N(O)C(=O)C3C1C=C2.C1CCC(N=C=NC2CCCCC2)CC1>CO.CN(C=O)C>[NH:32]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C@@H:33]([C:22]([NH:1][CH2:2][C:3]([N:5]([CH3:21])[C@H:6]([C:14]([NH:16][NH:17][C:18]([NH2:20])=[O:19])=[O:15])[CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:4])=[O:24])[CH2:34][C:35](=[O:37])[NH2:36]

참가 물질

7

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 895293a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 1623168Boc-D-asparagineHCID 12802621HCID 12802621, 화합물

생성물 1

HCID 12802629HCID 12802629, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 6228Dimethylformamide용매2회

실험 절차

0.85 g of Z-Gly-MePhe-NHNHCONH2 is subjected to catalytic reduction in methanol, dissolved in 10 ml of DMF, and after ice-cooling, 0.46 g of BOC-(D)-Asn-OH, 0.40 g of HONB and 0.45 g of DCC are added. The mixture is stirred for 15 hours. The precipitated DCU is filtered off, the solvent is distilled off and the residue is dissolved in n-butanol. The solution is washed with saturated aqueous sodium hydrogen carbonate and aqueous sodium chloride in that order and dried over anhydrous sodium sulfate. The solvent is distilled off, ether is added to the residue and the mixture is filtered to obtain a powder. Yield 0.78 g; m.p. 133°-136° C.; [α]D24 -36.5° (c=1.0, DMF); Rf1 0.09.

후처리

  1. temperatureafter ice-cooling
  2. filtrationThe precipitated DCU is filtered off
  3. distillationthe solvent is distilled off
  4. dissolutionthe residue is dissolved in n-butanol
  5. washThe solution is washed with saturated aqueous sodium hydrogen carbonate and aqueous sodium chloride in that order
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent is distilled off
  8. additionether is added to the residue
  9. filtrationthe mixture is filtered
  10. customto obtain a powder

출처 및 근거

ORD 기록
ord-2d066b64f30b435f9b072f8ff855f2b7
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04337247

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