Triphenylphosphine → HCID 21881983, 화합물

HRID 721978노트

반응식

HRID 721978 반응식
O[CH:2]1[O:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[C:3]1=[O:17].[CH3:18][C:19]([C:22]1[CH:26]=[CH:25][NH:24][N:23]=1)([CH3:21])[CH3:20].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[CH3:18][C:19]([C:22]1[CH:26]=[CH:25][N:24]([CH:2]2[O:6][CH2:5][N:4]([C:7]3[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=3)[C:3]2=[O:17])[N:23]=1)([CH3:21])[CH3:20]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 11118371HCID 11118371, 화합물HCID 178441177HCID 178441177, 화합물

생성물 1

HCID 21881983HCID 21881983, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-hydroxy-3-[3-(trifluoromethyl)phenyl]-4-oxazolidinone (1 g, 4.05 mmol) in tetrahydrofuran (20 mL) under nitrogen at ˜0° C., were added 3-(1,1-dimethylethyl)-1H-pyrazole (0.5 g, 4.05 mmol), triphenylphosphine (1.23 g, 4.7 mmol) and diisopropyl azodicarboxylate (0.88 mL, 4.46 mmol). After the addition, the reaction mixture was allowed to warm up slowly to room temperature and stirred at room temperature overnight. The reaction mixture was then concentrated, and the residue was purified by column chromatography (silica gel, ˜20% ethylacetate/80% hexanes) to give a crude product. The crude product was further purified by column chromatography (silica gel, ˜20% ethyl acetate/˜80% hexanes) to give the title compound, a compound of this invention, as a white solid (14 mg) melting at 95–98° C.

후처리

  1. additionAfter the addition
  2. concentrationThe reaction mixture was then concentrated
  3. customthe residue was purified by column chromatography (silica gel, ˜20% ethylacetate/80% hexanes)
  4. customto give a crude product
  5. customThe crude product was further purified by column chromatography (silica gel, ˜20% ethyl acetate/˜80% hexanes)

출처 및 근거

ORD 기록
ord-f2f7e72324854a89a2bb1204f3ff4805
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138361B2

반응 노트

불러오는 중…