Triethylamine → Methyl 2-Acetamido-3-[2-[(2R)-4-benzyloxycarbonyl-2-(t-butoxycarbonylamino)butoxy]-4-cyanophenyl]acrylate

HRID 49924

Reaktionsgleichung

Reaktionsgleichung von HRID 49924
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:22][O:23][C:24]1[CH:29]=[C:28]([C:30]#[N:31])[CH:27]=[CH:26][C:25]=1I)[CH2:10][CH2:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:33]([NH:36][C:37](=[CH2:42])[C:38]([O:40][CH3:41])=[O:39])(=[O:35])[CH3:34].CC1C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.C(N(CC)CC)C>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:33]([NH:36][C:37](=[CH:42][C:25]1[CH:26]=[CH:27][C:28]([C:30]#[N:31])=[CH:29][C:24]=1[O:23][CH2:22][C@H:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:10][CH2:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C:38]([O:40][CH3:41])=[O:39])(=[O:35])[CH3:34]

Komponenten

7

Versuchsvorschrift

5.72 g (10.4 mmol) of benzyl (4R)-4-t-butoxycarbonylamino-5-(5-cyano-2-iodophenoxy)pentanoate was stirred together with 3.0 g (21 mmol) of methyl 2-acetamidoacrylate, 2.0 g (6.6 mmol) of tris(2-methylphenyl)phosphine, 270 mg (1.1 mmol) of palladium (II) acetate and 3.54 g (35 mmol) of triethylamine in 50 ml of DMF at 100° C. for 5 hours. The solvent was evaporated, and the residue was treated with ethyl acetate as the extracting solvent by an ordinary method and then purified by the silica gel chromatography (ethyl acetate/hexane) to obtain the title compound.

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionthe residue was treated with ethyl acetate as the extracting solvent by an ordinary method
  3. custompurified by the silica gel chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-715fd5431d2c4d67a7b5470583916518
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710056B2

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