Triphenylphosphine → 3-(2-Tert-butoxycarbonylamino-3-cyanopropoxy)-5-chloro-1,2-benzoisoxazole

HRID 1901646노트

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HRID 1901646 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:13][OH:14])[CH2:10][C:11]#[N:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:15][C:16]1[CH:17]=[CH:18][C:19]2[O:23][N:22]=[C:21](O)[C:20]=2[CH:25]=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]([CH2:10][C:11]#[N:12])[CH2:13][O:14][C:21]1[C:20]2[CH:25]=[C:16]([Cl:15])[CH:17]=[CH:18][C:19]=2[O:23][N:22]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 233684013-Tert-butoxycarbonylamino-4-hydroxybutyronitrileHCID 178518984HCID 178518984, 화합물

생성물 1

HCID 233685283-(2-Tert-butoxycarbonylamino-3-cyanopropoxy)-5-chloro-1,2-benzoisoxazole수율 73.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1.0 g of 3-tert-butoxycarbonylamino-4-hydroxybutyronitrile in 15 ml of tetrahydrofuran are added 0.85 g of 5-chloro-3-hydroxy-1,2-benzoisoxazole, 1.71 g of triphenylphosphine and 1.14 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=5:1], to obtain 1.29 g of 3-(2-tert-butoxycarbonylamino-3-cyanopropoxy)-5-chloro-1,2-benzoisoxazole having a melting point of 147.2°-147.9° C.

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=5:1]

출처 및 근거

ORD 기록
ord-b39617b293f647c59877bef2b54d72db
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05578627

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