N-Phenylglycine → HCID 178511436, Verbindung

HRID 1388767

Reaktionsgleichung

Reaktionsgleichung von HRID 1388767
C1([NH:7][CH2:8][C:9](O)=[O:10])C=CC=CC=1.C(OC(N([C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1)CC(O)=O)=O)(C)(C)C.[NH2:31][CH:32]1[C:53](=[O:54])[N:34]2[C:35]([C:50]([OH:52])=[O:51])=[C:36]([CH:39]([S:44][C:45]3[NH:49][N:48]=[N:47][N:46]=3)[CH2:40][C:41]([OH:43])=[O:42])[CH2:37][S:38][C@H:33]12>>[NH2:7][CH:8]([C:24]1[CH:25]=[CH:26][C:27]([OH:30])=[CH:28][CH:29]=1)[C:9]([NH:31][CH:32]1[C:53](=[O:54])[N:34]2[C:35]([C:50]([OH:52])=[O:51])=[C:36]([CH:39]([S:44][C:45]3[NH:46][N:47]=[N:48][N:49]=3)[CH2:40][C:41]([OH:43])=[O:42])[CH2:37][S:38][C@H:33]12)=[O:10]

Komponenten

4

Versuchsvorschrift

Japanese Patent Application Laid-open No. 54580/1976 discloses a prior art preparation process of a compound represented by the general formula (I) by reacting its corresponding phenylglycine derivative with 7-aminocephem derivative. According to the above prior art process, N-t-butoxycarbonyl-p-hydroxyphenylglycine is reacted with 7-amino-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid and the protecting group is then removed from the resultant reaction product to give 7-(α-amino-4-hydroxyphenylacetamido)-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid. In other words, the p-hydroxyphenylglycine is caused to undergo a reaction after its amino group has been protected with a t-butoxycarbonyl group. According to the above known literature, the above prior art process provided an extremely low yield, i.e., a yield of as low as about 5%.

Aufarbeitung

  1. custom54580/1976 discloses a prior art preparation process of a compound
  2. customthe protecting group is then removed from the resultant
  3. customreaction product

Quellen und Nachweise

ORD-Eintrag
ord-b66ca35c845843789c5ddf3c49c6f10e
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04433142

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