Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 13895197 | HCID 13895197 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 101928054 | HCID 101928054 | 84% |
Reaction Steps
A sample of didemnin B (1.0 mg) was dissolved in 1 ml of pyridine and 0.5 ml of acetic anhydride was added. The solution was stirred at room temperature for 18 hours and evaporated to dryness. The residue obtained was dissolved in 3 ml of ether and extracted with water (4×1.5 ml). Evaporation of the dried (Na2SO4) organic phase afforded 0.90 mg (84% yield) of diacetyldidemnin B as a white, amorphous solid, mp 128°-131° C.; Rf 0.65; HPLC retention time (84:16 methanol:water) 9.1 min; EIMS (70 eV) major ions at m/z 70 (100% of base peak), 86 (12), 100 (13), 121 (45), 154 (18), 184 (15), 212 (20), 224 (4), 268 (9), 339 (9), 422 (3); HREIMS gave a molecular ion at m/z 1195.6604 which corresponds to the expected molecular formula C61H93N7O17 (Δ=-2.2 mmu).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04493796 |
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| Source dataset | uspto-grants-1985_01 |
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| ORD ID | ord-579af0cf0d364a8b8c723fd2efd69f5a |
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| Source note | uspto-grants-1985_01 |
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