Dicyclohexylcarbodiimide → HCID 178512917、化合物

HRID 638794ノート

反応式

HRID 638794 の反応式
C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)CC)(C)C.Cl.[CH2:21]([O:28][C:29]([NH:31][C@H:32]([C:40]([OH:42])=[O:41])[CH2:33][CH2:34][CH2:35][NH:36][C:37](=[NH:39])[NH2:38])=[O:30])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C=O)C>[NH:31]([C:29]([O:28][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:30])[C@H:32]([C:40]([OH:42])=[O:41])[CH2:33][CH2:34][CH2:35][NH:36][C:37](=[NH:38])[NH2:39]

参加物

6

反応物 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 178479461HCID 178479461、化合物

生成物 1

HCID 178512917HCID 178512917、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The amino-component (10 mmol) was dissolved in DMF (70 ml), and 4.59 g (30 mmol monohydrate) HOBT was added. To the solution was diisopropyletylamine (DIPEA) added dropwise, until the pH of the mixture, controlled with wet indicator paper reached 7-8. Next, the N-benzyloxycarbonyl-arginine hydrochloride (5.17 g, 15 mmol) was added and the solution was cooled on ice bath. N,N′-Dicyclohexylcarbodiimide (3.09 g, 15 mmol) was added in small portions during 1 h. and after additional 1 h of stirring, the reaction mixture was left in a cold room overnight (approximately 4° C.). The precipitated DCU was filtered off and washed with a small volume of DMF and the combined filtrates were evaporated under reduced pressure. From the resulting mixture cystapep 1 (or its analogues) was isolated using chromatography techniques.

後処理

  1. additionadded dropwise, until the pH of the mixture
  2. temperaturethe solution was cooled on ice bath
  3. filtrationThe precipitated DCU was filtered off
  4. washwashed with a small volume of DMF
  5. customthe combined filtrates were evaporated under reduced pressure
  6. customFrom the resulting mixture cystapep 1 (or its analogues) was isolated

出典と根拠

ORDレコード
ord-edc3d33e566445458e062f355ce91017
出典データセット
uspto-grants-2010_04
特許番号
US07691805B2

反応ノート

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