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Trifluoroacetic acid → (3S,4R)-ethyl 4-(allyloxycarbonyl)piperidine-3-carboxylate

HRID 1593475
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인쇄 미리보기

반응식

HRID 1593475 반응식
[CH2:1]([O:4][C:5]([C@@H:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C@H:8]1[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:6])[CH:2]=[CH2:3].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([O:4][C:5]([C@@H:7]1[CH2:12][CH2:11][NH:10][CH2:9][C@H:8]1[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:6])[CH:2]=[CH2:3]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66952501(3S,4R)-1-tert-butyl 3-ethyl 4-(allyloxycarbonyl)piperidine-1,3-dicarboxylate

생성물 1

HCID 86609246(3S,4R)-ethyl 4-(allyloxycarbonyl)piperidine-3-carboxylate수율 37.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 259B (680 mg, 1.9 mmol) in CH2Cl2 (10 mL) was treated with TFA (1 mL) at room temperature. The reaction mixture was stirred for 16 hours, then concentrated. The residues was dissolved in EtOAc (20 mL) and washed with saturated aqueous NaHCO3 (2×20 mL), dried (Na2SO4), filtered and concentrated in vacuo to afford 170 mg of Compound 259C.

후처리

  1. concentrationconcentrated
  2. dissolutionThe residues was dissolved in EtOAc (20 mL)
  3. washwashed with saturated aqueous NaHCO3 (2×20 mL)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ed44aafa72904d74af1c1a510447dea6
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07297695B2

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