Chloromethyl Methyl Ether → 4-[N-benzyl-N-(2-methoxymethoxycarbonyl-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid methoxymethyl ester acetate

HRID 1762950

Reaktionsgleichung

Reaktionsgleichung von HRID 1762950
Cl.[CH2:2]([N:9]([CH2:16][C:17]([C:19]1[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[C:24]2[C:20]=1[CH:21]=[C:22]([C:36]([OH:38])=[O:37])[NH:23]2)=[O:18])[CH:10]([CH3:15])[CH2:11][C:12]([OH:14])=[O:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[CH2:40][O:41][CH3:42].[O:43]1[CH2:48]COC[CH2:44]1.C(O)(=O)C>>[C:12]([OH:14])(=[O:13])[CH3:11].[CH3:40][O:41][CH2:42][O:37][C:36]([C:22]1[NH:23][C:24]2[C:20]([CH:21]=1)=[C:19]([C:17](=[O:18])[CH2:16][N:9]([CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH:10]([CH3:15])[CH2:11][C:12]([O:14][CH2:44][O:43][CH3:48])=[O:13])[CH:27]=[CH:26][C:25]=2[O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:38]

Komponenten

4

Versuchsvorschrift

Under the conditions of Example 21(A), 5 g of 4-[N-benzyl-N-(2-carboxy-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid hydrochloride is reacted with 1.6 g of chloromethylmethyl ether and worked up. Treatment of the crude product with dioxane/acetic acid yields 4.2 g of 4-[N-benzyl-N-(2-methoxymethoxycarbonyl-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid methoxymethyl ester acetate, decomposition point 118°-122° C.

Quellen und Nachweise

ORD-Eintrag
ord-ce23bcd3fe144526bb79bd3d3c506d84
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04835175

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