Triphenylphosphine → HCID 178470582, 화합물

HRID 1860647노트

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HRID 1860647 반응식
N(C(OCC)=O)=NC(OCC)=O.[C:13]([N:16]1[CH2:21][CH2:20][CH2:19][C:18]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)[CH2:17]1)(=[O:15])[CH3:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O[CH2:56][CH2:57][CH2:58][NH:59][C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][N+:61]=1[O-:66]>C1COCC1>[C:13]([N:16]1[CH2:21][CH2:20][CH2:19][C:18]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])([CH2:22][C:23]2[CH:24]=[CH:25][C:26]([O:29][CH2:56][CH2:57][CH2:58][NH:59][C:60]3[CH:65]=[CH:64][CH:63]=[CH:62][N+:61]=3[O-:66])=[CH:27][CH:28]=2)[CH2:17]1)(=[O:15])[CH3:14]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 60074796Ethyl [1-acetyl-3-(4-hydroxybenzyl)piperidin-3-yl]acetateHCID 178526251HCID 178526251, 화합물

생성물 1

HCID 178470582HCID 178470582, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
40 °C

실험 절차

Diethyl azodicarboxylate (267 mg, 1.53 mmol) was added to a solution of the product from STEP 8 (348 mg, 1.09 mmol) and triphenylphosphine (437 mg, 1.66 mmol) in 3.9 ml THF at 0° C. and stirred for 15 min. 2-(3-Hydroxypropylamino)pyridine N-oxide (418 mg, 2.48 mmol) was added. The reaction was warmed to 40° C. After 15 min, the reaction was cooled to room temperature and stirred for 18 h. The reaction was concentrated and the residue was purified by chromatography (on silica gel, dichloromethane/2-propanol/acetic acid=95/5/0.5) to give a product mixture in 406 mg. The 1H NMR spectrum of the product was consistent for the proposed structure.

후처리

  1. waitAfter 15 min
  2. temperaturethe reaction was cooled to room temperature
  3. stirringstirred for 18 h
  4. concentrationThe reaction was concentrated
  5. customthe residue was purified by chromatography (on silica gel, dichloromethane/2-propanol/acetic acid=95/5/0.5)
  6. customto give a product mixture in 406 mg

출처 및 근거

ORD 기록
ord-5820056deab64f06bfecb0659fd80510
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06531494B1

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