Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 6-[(tert-butoxy)carbonyl]-6-azaspiro[2.5]octane-5-carboxylic acid | HCID 71187344 | — |
| Solvent | Trimethylsilyldiazomethane | HCID 167693 | — |
| Solvent | Diethyl ether methanol | HCID 21864698 | — |
| Product | HCID 71187452 | HCID 71187452 | 199.9% |
Reaction Steps
To an ice cooled solution of 6-(tert-butoxycarbonyl)-6-azaspiro[2.5]octane-5-carboxylic acid (racemic mixture) (D1) (500 mg, 0.78 mmol) in Et2O/MeOH (10/5 ml), TMSCHN2 2M sol in Et2O (1.5 ml, 2.94 mmol) was added and the resulting mixture was stirred 2 hrs at 0° C. then 18 hrs at RT. After solvent evaporation the crude residue was loaded onto SPE-Si cartridge (10 g) eluting with DCM. Collected fractions after solvent evaporation afforded the title compound (D4) (420 mg) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181279B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-a7081e49a556446983135d65cbb4107e |
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| Source note | uspto-grants-2015_11 |
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