Dicyclohexylcarbodiimide → HCID 178512917, 화합물

HRID 420431노트

반응식

HRID 420431 반응식
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]

참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 178479461HCID 178479461, 화합물

생성물 1

HCID 178512917HCID 178512917, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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 A20 (or its analogues) was isolated using chromatography techniques.

후처리

  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 A20 (or its analogues) was isolated

출처 및 근거

ORD 기록
ord-5b4f98f3cfaa4de09a479c949880c914
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08097582B2

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