Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bouvardin, 5-(N-methyl-L-tyrosine)- | HCID 11979419 | — |
| Catalyst | Cupric nitrate | HCID 18616 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Phenol | HCID 996 | — |
| Product | Bouvardin, 5-(N-methyl-L-tyrosine)- | HCID 11979419 | — |
Reaction Steps
In 3 ml of acetic acid, 100 mg of TPC-A was dissolved and a solution of copper nitrate (40 mg) in 3 ml of acetic acid was added under stirring. When the color change of the reaction solution from blue to green took place under the continuation of stirring, water was added to cease the reaction and the product was extracted with ethyl acetate. After washing the extract with saturated sodium chloride solution and drying the extract over anhydrous magnesium sulfate, the extract was subjected to distillation to remove solvent, in vacuo and the product was recrystallized from methanol to obtain nitro compound of TPC-A at α-position of phenol thereof (108 mg) as yellow needle crystal having m.p. of 244°-250° C. (decomp) and [α]D22 of -232°(CHCl3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04476299 |
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| Source dataset | uspto-grants-1984_10 |
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| ORD ID | ord-3abeebd812244ba2a2a78398b1bfa7b4 |
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| Source note | uspto-grants-1984_10 |
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