Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 88403737 | HCID 88403737 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 141573153 | HCID 141573153 | 7.6% |
Reaction Steps
To 7-[2-(2-aminothiazol-4-yl)-2-((Z)-1-carboxy-1-methylethoxyimino)acetamido]-3-(4,5-dihydroxy-2-methoxycarbonylmethylbenzylaminomethyl)ceph-3-em-4-carboxylic acid (800 mg) in acetonitrile (5 ml) and water (5 ml), at 0° C., was added triethylamine (260 μl). The mixture was stirred, at ambient temperature, for 90 minutes and evaporated under reduced pressure. The residue was dissolved in water (25 ml) containing acetic acid (a few drops) and sodium acetate, filtered and purified by chromatography (HPLC; Dynamax column) using 17.5% acetonitrile/water. Freeze-drying afforded the title compound (58 mg); NMR (DMSO-d6 /CF3COOH) 1.49(s,3H); 1.52(s,3H); 3.35(dd,2H); 3.4(s,3H); 4.3(m,2H); 4.5(dd,2H); 5.18(d,1H); 5.85(dd,1H); 6.58(d,1H); 6.62(s,1H); 9.7(d,1H): FAB M/S (M-H)- 645.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05219848 |
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| Source dataset | uspto-grants-1993_06 |
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| ORD ID | ord-8174c969e0754d538ad81072e2a0cc8f |
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| Source note | uspto-grants-1993_06 |
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