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Hydrogen chloride-ethyl acetate → (R)-5-(3,4,5-trifluorophenyl)-3,4-dihydro-2H-pyrrole-2-carboxylic acid ethyl ester

HRID 1677076
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HRID 1677076 반응식
Cl.C(OCC)(=O)C.[CH2:8]([O:10][C:11](=[O:34])[C@H:12]([NH:26]C(OC(C)(C)C)=O)[CH2:13][CH2:14][C:15](=O)[C:16]1[CH:21]=[C:20]([F:22])[C:19]([F:23])=[C:18]([F:24])[CH:17]=1)[CH3:9]>C(OCC)(=O)C>[CH2:8]([O:10][C:11]([C@H:12]1[CH2:13][CH2:14][C:15]([C:16]2[CH:21]=[C:20]([F:22])[C:19]([F:23])=[C:18]([F:24])[CH:17]=2)=[N:26]1)=[O:34])[CH3:9]
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참가 물질

4

반응물 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67372607ethyl(R)-2-tert-butoxycarbonylamino-5-oxo-5-(3,4,5-trifluorophenyl)pentanoate

생성물 1

HCID 67372567(R)-5-(3,4,5-trifluorophenyl)-3,4-dihydro-2H-pyrrole-2-carboxylic acid ethyl ester수율 80.2%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

4 N hydrochloric acid/ethyl acetate (163 mL) was added to an ethyl acetate (30 mL) solution of (R)-2-t-butoxycarbonylamino-5-oxo-5-(3,4,5-trifluorophenyl) valeric acid ethyl ester (22.2 g), and stirring was continued for 3 hours at room temperature. The solvent was removed under a vacuum, and ethyl acetate and sodium bicarbonate aqueous solution were added to the residue, and the organic layer was partitioned. After washing the organic layer with brine, the resultant was dried over anhydrous magnesium sulfate. The solvent was removed under a vacuum, and the title compound (12.4 g) was obtained. The physical property values are as follows.

후처리

  1. customThe solvent was removed under a vacuum, and ethyl acetate and sodium bicarbonate aqueous solution
  2. additionwere added to the residue
  3. customthe organic layer was partitioned
  4. washAfter washing the organic layer with brine
  5. dry with materialthe resultant was dried over anhydrous magnesium sulfate
  6. customThe solvent was removed under a vacuum

출처 및 근거

ORD 기록
ord-f864a765db4b42fa9fca7eceaed93418
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008293B2

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