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HCID 58671549, 화합물 → HCID 58671541, 화합물

HRID 2221097
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HRID 2221097 반응식
[CH2:1]([O:8][C:9]([NH:11][CH:12]([CH2:17][C:18]1[C:23]([NH:24][C:25]([O:27]C(C)(C)C)=O)=[CH:22][N:21]=[C:20]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:19]=1)C(OC)=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[O:27]=[C:25]1[CH:12]([NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:17][C:18]2[C:23](=[CH:22][N:21]=[C:20]([C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:19]=2)[NH:24]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 58671549HCID 58671549, 화합물

생성물 1

HCID 58671541HCID 58671541, 화합물수율 65%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

A solution of 3E (980 mg, 1.94 mmol) in TFA (2 mL) and CH2Cl2 (2 mL) was stirred at RT for 2 h. After this time, no starting material was detected by LC-MS. The reaction was concentrated under reduced pressure. The resulting residue was diluted with EtOAc (30 mL) and washed with saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc (30 mL×3). The combined organic layers were washed with saturated NaCl, dried over Na2SO4, filtered and concentrated. The resulting residue was purified by silica gel (40 g) column chromatography eluting with a gradient of EtOAc (30-100%) in hexane to give the title compound as a white solid (470 mg, 65%). LC/MS (method A): retention time=2.72 min, (M+H)+=374.

후처리

  1. concentrationThe reaction was concentrated under reduced pressure
  2. additionThe resulting residue was diluted with EtOAc (30 mL)
  3. washwashed with saturated aqueous NaHCO3
  4. extractionThe aqueous layer was extracted with EtOAc (30 mL×3)
  5. washThe combined organic layers were washed with saturated NaCl
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe resulting residue was purified by silica gel (40 g) column chromatography
  10. washeluting with a gradient of EtOAc (30-100%) in hexane

출처 및 근거

ORD 기록
ord-b4b12e5b592d442580462332fb7a11f2
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07368458B2

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