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1,2-Dichloroethane → benzyl{(1S)-3-[(tert-butoxycarbonyl)amino]-1-[({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)carbonyl]propyl}carbamate

HRID 269624
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HRID 269624 반응식
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][CH2:17][NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:13]([OH:15])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26]([O:30][C:31](=[O:38])[NH:32][CH2:33][CH:34]([OH:37])[CH2:35][NH2:36])([CH3:29])([CH3:28])[CH3:27].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[CH2:1]([O:8][C:9](=[O:10])[NH:11][C@H:12]([C:13]([NH:36][CH2:35][CH:34]([OH:37])[CH2:33][NH:32][C:31]([O:30][C:26]([CH3:28])([CH3:27])[CH3:29])=[O:38])=[O:15])[CH2:16][CH2:17][NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 7019789(S)-2-(((Benzyloxy)carbonyl)amino)-4-((tert-butoxycarbonyl)amino)butanoic acidHCID 10511887tert-butyl N-(3-amino-2-hydroxypropyl)carbamate

생성물 1

HCID 131727150benzyl{(1S)-3-[(tert-butoxycarbonyl)amino]-1-[({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)carbonyl]propyl}carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

44 mg (0.12 mmol) of the compound from Example 97A and 40 mg (0.21 mmol) of tert-butyl(3-amino-2-hydroxypropyl)carbamate are dissolved in 1 ml of DMF and cooled to 0° C., and 40.3 mg (0.21 mmol) of EDC and 5.51 mg (0.04 mmol) of HOBt are successively added. The mixture is allowed to warm to room temperature and is stirred overnight. After concentration in vacuo, purification by chromatography on silica gel (dichloromethane/methanol 20:1) results in the title compound.

후처리

  1. temperatureto warm to room temperature
  2. concentrationAfter concentration
  3. customin vacuo, purification by chromatography on silica gel (dichloromethane/methanol 20:1)

출처 및 근거

ORD 기록
ord-7e20b9c9056f40c2be3c2d09c4273fed
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07446102B2

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