Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | HCID 86622972 | HCID 86622972 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | HCID 86622974 | HCID 86622974 | — |
Reaction Steps
Under a nitrogen atmosphere and warming to hold the outside temperature at 25° C., 2.29 g (18.8 mmol) of 4-(dimethylamino)pyridine, 10.9 mL (78.2 mmol) of triethylamine and 8.13 g (39.1 mmol) of p-nitrophenyl chloroformate were added to a t-butyl methyl ether (217 mL) solution of 14.5 g (15.6 mmol) of (8E,12E,14E)-6-(1-ethoxyethoxy)-7-hydroxy-6,10,12,16,20-pentamethyl-3,16,21-tris(triethylsiloxy)-18,19-epoxytricosa-8,12,14-trien-11-olide, following which stirring was carried out for 7 hours 30 minutes with maintaining the external temperature at 25° C. Water (145 mL) was then added to the reaction mixture, after which the organic phase was separated, yielding a t-butyl methyl ether solution of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07790887B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-daf7d16290e64946a440140687c99f79 |
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| Source note | uspto-grants-2010_09 |
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