Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Phenylglycine | HCID 66025 | — |
| Reactant | N-Boc-p-hydroxyphenylglycine | HCID 21896684 | — |
| Reactant | HCID 178508097 | HCID 178508097 | — |
| Product | HCID 178511436 | HCID 178511436 | 5% |
Reaction Steps
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%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04433142 |
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| Source dataset | uspto-grants-1984_02 |
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| ORD ID | ord-b66ca35c845843789c5ddf3c49c6f10e |
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| Source note | uspto-grants-1984_02 |
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