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Triphenylphosphine → 3-[2-Tert-butoxycarbonylamino-3-(3-benzenesulfonyloxy-5-isoxazolyl)propoxy]-5-chloro-1,2-benzoisoxazole

HRID 1901645
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HRID 1901645 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:12][C:13]1[O:17][N:16]=[C:15]([O:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH:14]=1)[CH2:10][OH:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:28][C:29]1[CH:30]=[CH:31][C:32]2[O:36][N:35]=[C:34](O)[C:33]=2[CH:38]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:12][C:13]1[O:17][N:16]=[C:15]([O:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:20])=[O:21])[CH:14]=1)[CH2:10][O:11][C:34]1[C:33]2[CH:38]=[C:29]([Cl:28])[CH:30]=[CH:31][C:32]=2[O:36][N:35]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 233684952-Tert-butoxycarbonylamino-3-(3-benzenesulfonyloxyisoxazol-5-yl)-1-propanolHCID 178518984HCID 178518984, 화합물

생성물 1

HCID 233684903-[2-Tert-butoxycarbonylamino-3-(3-benzenesulfonyloxy-5-isoxazolyl)propoxy]-5-chloro-1,2-benzoisoxazole수율 73.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 0.5 g of 2-tert-butoxycarbonylamino-3-(3-benzenesulfonyloxyisoxazol-5-yl)-1-propanol in 5 ml of tetrahydrofuran are added 0.21 g of 5-chloro-3-hydroxy-1,2-benzoisoxazole, 0.43 g of triphenylphosphine and 0.28 g of diethyl azodicarboxylate with ice-cooling, and they are subjected to reaction at room temperature for 24 hours. Thereafter, the solvent is removed by distillation under reduced pressure. The residue obtained is purified by a column chromatography [eluant:n-hexane:ethyl acetate=4:1], to obtain 0.5 g of oily 3-[2-tert-butoxycarbonylamino-3-(3-benzenesulfonyloxy-5-isoxazolyl)propoxy]-5-chloro-1,2-benzoisoxazole.

후처리

  1. temperaturecooling
  2. customthey are subjected to reaction at room temperature for 24 hours
  3. customThereafter, the solvent is removed by distillation under reduced pressure
  4. customThe residue obtained
  5. customis purified by a column chromatography [eluant:n-hexane:ethyl acetate=4:1]

출처 및 근거

ORD 기록
ord-05123b0f23e243eabd95df5d2c350898
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05578627

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