Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 131712815 | HCID 131712815 | — |
| Catalyst | Nickel | HCID 935 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 70507356 | HCID 70507356 | — |
Reaction Steps
Freshly prepared pivaloyloxymethyl 2-methyl-1-oxo-6-(2-phenoxyacetamido)carbapen-2-em-3-carboxylate (prepared from 200 mg. of pivaloyloxymethyl 2-diazo-3-methyl-1-beta-oxo-7-(2-phenoxyacetamido)ceph-3-em-4-carboxylate (incorporating a 2 g. Raney nickel treatment into the isolation step) was taken up in 1 ml. of tetrahydrofuran and added to a stirred slurry of 2 g. of specially activated zinc powder (Example 2), in 6 ml. of acetic acid containing 30% tetrahydrofuran maintained at 0°-5° C. After stirring for 1 hour at this temperature, the reaction mixture was diluted with toluene and evaporated to dryness in vacuo to yield pivaloyloxymethyl 2-methyl-1-oxo-6-(2-phenoxyacetamido)carbapenam-3-carboxylate [Rf 0.34 (9:1 chloroform:ethyl acetate; ir (CH2Cl2) 1790, 1750, 1680 cm-1 ].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04429128 |
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| Source dataset | uspto-grants-1984_01 |
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| ORD ID | ord-c1ae098eb7b648d1bd80061e0eba1261 |
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| Source note | uspto-grants-1984_01 |
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