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Tetrahydrofuran → HCID 178470115, 화합물

HRID 379095
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HRID 379095 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:18][CH2:17][CH:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].CC([N-][CH:24]([CH3:26])[CH3:25])C.C1([C:30](C2CC2)=[S:31])CC1.[CH2:35]1[CH2:39]OC[CH2:36]1>>[CH:36]1([SH:31]([CH2:30][C:11]2([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:17][CH2:18][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[CH2:9][CH2:10]2)[CH:24]2[CH2:26][CH2:25]2)[CH2:35][CH2:39]1
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참가 물질

5

반응물 4

HCID 8028Tetrahydrofuran2회HCID 638319DicyclopropylmethanethioneHCID 2724682Lithium diisopropylamideHCID 27588121-Tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

생성물 1

HCID 178470115HCID 178470115, 화합물수율 96%

실험 절차

To a stirred solution of ethyl N-(t-butoxycarbonyl)isonipecotate (1.06 g, 4.12 mmol) in THF (8 mL) at −78° C. was added LDA (1.5M, 2.75 mL, 4.12 mmol) dropwise, and the mixture was stirred for 30 minutes before addition of a solution of dicyclopropylthioketone (415 mg, 3.30 mmol) in THF (1 mL). After the addition, the reaction mixture was warmed to room temperature over 2 hours, quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic extracts were dried over Na2SO4, filtered, and concentrated to afford the title compound as a viscous oil (1.53 g, 96%), which was used in the next step without further purification.

후처리

  1. additionAfter the addition
  2. customquenched with satd aq NH4Cl
  3. extractionextracted with EtOAc
  4. dry with materialThe combined organic extracts were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-96908c0c68514d30833064cddde9ed82
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06297260B1

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