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Diisopropylethylamine → HCID 86726297, 화합물

HRID 1422880
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HRID 1422880 반응식
[NH2:1][C@H:2]([C:12](=[O:20])[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][S:8][C:9](=[O:11])[CH3:10].FC(F)(F)C([O-])=O.CCN(C(C)C)C(C)C.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[O:70]=[C:71]1[C@H:75]([C:76](O)=[O:77])[C@@H:74]([C:79]2[CH:84]=[CH:83][CH:82]=[CH:81][CH:80]=2)[CH2:73][NH:72]1>C(Cl)Cl.CN(C=O)C>[O:70]=[C:71]1[CH:75]([C:76]([NH:1][C@H:2]([C:12](=[O:20])[NH:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][S:8][C:9](=[O:11])[CH3:10])=[O:77])[CH:74]([C:79]2[CH:84]=[CH:83][CH:82]=[CH:81][CH:80]=2)[CH2:73][NH:72]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 762604HCID 762604, 화합물HCID 2724699PyBOPHCID 86726298HCID 86726298, 화합물

생성물 1

HCID 86726297HCID 86726297, 화합물

시약·촉매·용매 1

HCID 22350042dichloromethane N,N-dimethylformamide
용매

실험 절차

Thioacetic acid S—((S)-6-amino-6-phenylcarbamoyl-hexyl) ester-trifluoroacetate (1.03 mmol), DIPEA (3.08 mmol) and PyBOP (1.03 mmol) were added to a solution of (3R*,4S*)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid in DCM/DMF: 5/9. The resulting reaction mixture was stirred at RT overnight. After removal of the solvent under reduced pressure, the resulting solid was poured into water and extracted twice with AcOEt. The organic layer was then washed with NaHCO3, water and brine before being dried over Na2SO4 and concentrated under reduced pressure to yield an oil. The latter was partially purified by silica gel chromatography and then subjected to HPLC purification.

후처리

  1. customThe resulting reaction mixture
  2. customAfter removal of the solvent under reduced pressure
  3. additionthe resulting solid was poured into water
  4. extractionextracted twice with AcOEt
  5. washThe organic layer was then washed with NaHCO3, water and brine
  6. dry with materialbefore being dried over Na2SO4
  7. concentrationconcentrated under reduced pressure
  8. customto yield an oil
  9. customThe latter was partially purified by silica gel chromatography
  10. customsubjected to HPLC purification

출처 및 근거

ORD 기록
ord-7fe0b12d0a7346b9ae8286c1b01efb0e
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08927533B2

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