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Diethyl Pyrocarbonate → HCID 67243317, 화합물

HRID 2423345
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HRID 2423345 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[C:12]([CH3:16])[C:13]([OH:15])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:17][C@@H:18]([C:20]1[CH:25]=[CH:24][C:23]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])=[C:22]([F:31])[CH:21]=1)[CH3:19].CCOC(OC(OCC)=O)=O>CN(C=O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]=[C:12]([CH3:16])[C:13]([NH:17][CH:18]([C:20]2[CH:25]=[CH:24][C:23]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])=[C:22]([F:31])[CH:21]=2)[CH3:19])=[O:15])=[CH:9][CH:10]=1)([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 3051Diethyl PyrocarbonateHCID 543675503-(4-tert-Butylphenyl)-2-methylprop-2-enoic acidHCID 66841090HCID 66841090, 화합물

생성물 1

HCID 67243317HCID 67243317, 화합물수율 93.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-(4-t-Butyl-phenyl)-2-methylacrylic acid (1.1 eq, 0.14 mmol, 31.00 mg) and (R)-N-[4-(1-Amino-ethyl)-2-fluorophenyl]methanesulfonamide (1 eq, 0.13 mmol, 30 mg) were dissolved in DMF. DEPC (1.2 eq, 0.16 mmol, 23.67 μl) and TEA (2 eq, 0.26 mmol, 36.24 μl) were added into the mixture. The reaction mixture was stirred for 12 hrs. DMF was removed in vacuo. The residue was extracted with ethyl acetate and H2O. A combined organic layer was washed with brine, dried with Na2SO4, and concentrated in vacuo. The residue was purified with column chromatography (n-Hx:EtOAc=1:1) to yield the title compound (52.53 mg, 93.5%) as a white solid.

후처리

  1. customDMF was removed in vacuo
  2. extractionThe residue was extracted with ethyl acetate and H2O
  3. washA combined organic layer was washed with brine
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified with column chromatography (n-Hx:EtOAc=1:1)

출처 및 근거

ORD 기록
ord-fb4676b01a724fed958b8005592315d4
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960584B2

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