Triphenylphosphine → HCID 70002924, 화합물

HRID 1266716노트

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HRID 1266716 반응식
[CH2:1]([O:3][C:4](=[O:26])[CH:5]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=1)[C:6]1[CH:11]=[C:10]([O:12][CH2:13][CH3:14])[CH:9]=[C:8]([OH:15])[C:7]=1[F:16])[CH3:2].O[C@H:28]1[CH2:32][CH2:31][O:30][CH2:29]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[CH2:1]([O:3][C:4](=[O:26])[CH:5]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[CH:22][CH:23]=1)[C:6]1[CH:11]=[C:10]([O:12][CH2:13][CH3:14])[CH:9]=[C:8]([O:15][C@@H:28]2[CH2:32][CH2:31][O:30][CH2:29]2)[C:7]=1[F:16])[CH3:2]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 2733227(S)-(+)-3-HydroxytetrahydrofuranHCID 69924374(RS)-(4-cyano-phenylamino)-(5-ethoxy-2-fluoro-3-hydroxy-phenyl)-acetic acid ethyl ester

생성물 1

HCID 70002924HCID 70002924, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 7.38 g (RS)-(4-cyano-phenylamino)-(5-ethoxy-2-fluoro-3-hydroxy-phenyl)-acetic acid ethyl ester described in example 3.5 in 220 ml THF were added 1.68 ml (S)-(+)-3-hydroxy-tetrahydrofurane and 6.48 g triphenylphosphine. The mixture was cooled to 0° C. Subsequently, 3.84 ml of diethyl azodicarboxylate were added. The solution was stirred for 3 hrs at room temperature, then evaporated. The crude product was purified by chromatography on silica gel (cyclohexane/EtOAc) to give 6.53 g of (RS)-(4-cyano-phenylamino)-[5-ethoxy-2-fluoro-3-[(R)-tetrahydro-furan-3-yloxy]-phenyl]-acetic acid ethyl ester as an off-white solid.

후처리

  1. customevaporated
  2. customThe crude product was purified by chromatography on silica gel (cyclohexane/EtOAc)

출처 및 근거

ORD 기록
ord-8708f82d8a404e0d8bad03a6f2b4a691
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548694B2

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