m-Chloroperbenzoic acid → Ethyl 2-butyl-1-[[2'-carboxy-(1,1'-biphenyl)-4-yl]-methyl]-4-(methylsulphinyl)-1H-imidazole-5-carboxylate

HRID 36020

Reaktionsgleichung

Reaktionsgleichung von HRID 36020
[CH2:1]([C:5]1[N:6]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]([O:32]C)=[O:31])=[CH:20][CH:19]=2)[C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:8]([S:10][CH3:11])[N:9]=1)[CH2:2][CH2:3][CH3:4].ClC1C=CC=C(C(OO)=[O:42])C=1>>[CH2:1]([C:5]1[N:6]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]([OH:32])=[O:31])=[CH:20][CH:19]=2)[C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:8]([S:10]([CH3:11])=[O:42])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

3

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 21479063Ethyl 2-butyl-1-[[2'-(methoxycarbonyl)-(1,1'-biphenyl)-4-yl]-methyl]-4-(methylthio)-1H-imidazole-5-carboxylate

Produkt 1

HCID 21479009Ethyl 2-butyl-1-[[2'-carboxy-(1,1'-biphenyl)-4-yl]-methyl]-4-(methylsulphinyl)-1H-imidazole-5-carboxylateAusbeute 259,4 %

Versuchsvorschrift

The operation is carried out as in Example 15 starting with 1.55 g of the product obtained in Example 21 using 213 mg of metachloroperbenzoic acid. 1.8 g of crude product is obtained which is chromatographed on silica (eluant: methylene chloride--acetone (7-3)). 1.5 g of desired product is obtained.

Aufarbeitung

  1. custom1.8 g of crude product is obtained which
  2. customis chromatographed on silica (eluant: methylene chloride--acetone (7-3))

Quellen und Nachweise

ORD-Eintrag
ord-e2c018c9a5bd4269b7945054007d746c
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05412101

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