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tert-Butyl carbazate → HCID 57978675, 화합물

HRID 1866857
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HRID 1866857 반응식
CC[N:3]([CH:7]([CH3:9])[CH3:8])[CH:4]([CH3:6])[CH3:5].[C:10]1([C:16]2([C:23]3[CH:31]=[C:30]([O:32]CC4C=CC5C(=CC=CC=5)N=4)[CH:29]=[CH:28][C:24]=3[C:25](O)=[O:26])[CH2:21][CH:20]3[CH2:22][CH:17]2[CH2:18][CH2:19]3)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:44]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])(=[O:47])[NH:45][NH2:46].CN(C(ON1N=N[C:63]2[CH:64]=CC=N[C:62]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[C:77](=O)(O)[O-].[Na+]>CN(C=O)C>[C:49]([O:48][C:44]([NH:45][NH:46][C:25](=[O:26])[C:24]1[CH:28]=[CH:29][C:30]([O:32][CH2:9][C:7]2[CH:8]=[CH:77][C:5]3[C:4](=[CH:6][CH:62]=[CH:63][CH:64]=3)[N:3]=2)=[CH:31][C:23]=1[C:16]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:21][CH:20]2[CH2:22][CH:17]1[CH2:18][CH2:19]2)=[O:47])([CH3:52])([CH3:51])[CH3:50]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 70091tert-Butyl carbazateHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 44447720HCID 44447720, 화합물

생성물 1

HCID 57978675
HCID 57978675, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

DIPEA (1.53 mL, 8.78 mmol.) was added to a stirred solution of 4b (1.76 mmol), t-butyl carbazate (1.16 g, 8.78 mmol) and HATU (1.34 g, 3.52 mmol) in DMF (20 mL) at ambient temperature. After approximately 18 h, the reaction mixture was poured into saturated aqueous sodium bicarbonate and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (Na2SO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 0-35% EtOAc/hexanes as eluent) furnished the title compound 4c, m/z (ES) 564 (MH)+.

후처리

  1. extractionextracted three times with EtOAc
  2. washThe combined organic extracts were washed with water, brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customPurification of the crude residue by flash chromatography on silica gel (gradient elution; 0-35% EtOAc/hexanes as eluent)

출처 및 근거

ORD 기록
ord-6c806e072c0844cf90e242cd681c24df
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07629467B2

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