Dicyclohexylcarbodiimide → HCID 12802629、化合物

HRID 1156948ノート

反応式

HRID 1156948 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 12802629HCID 12802629、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2d066b64f30b435f9b072f8ff855f2b7
出典データセット
uspto-grants-1982_06
特許番号
US04337247

反応ノート

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