Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 86586651 | HCID 86586651 | — |
| Catalyst | HCID 178477792 | HCID 178477792 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86586650 | HCID 86586650 | 69% |
Reaction Steps
Dimethylbis(cyclopentadienyl)titanium (12 ml, 0.45M solution in toluene) was added to a solution of (1R*,2R*,5S*,6R*)-8-benzyl-2-[3,5-bis(trifluoromethyl)benzoyloxy]-6-(1-methyl-1H-tetrazol-5-yl)-1-phenyl-8-azabicyclo[3.2.1]octane (Description 33b; 0.83 g, 1.35 mmol) in toluene (20 ml). The mixture was stirred at 100° C. for 3 hours. On cooling to room temperature the mixture was poured into 100 ml of 1:1 diethyl ether:iso-hexanes. The mixture was filtered through Celite™and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel eluting with 10, 20 and 50% ethyl acetate/iso-hexanes to yield the title compound (0.57 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06727249B2 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-1dae23b2a2414f9b95b393f271927d63 |
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| Source note | uspto-grants-2004_04 |
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