Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Butyl chloroformate | HCID 61140 | — |
| Reactant | 3-Aminoazetidine, 3-BOC protected | HCID 1519405 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68600754 | HCID 68600754 | — |
Reaction Steps
To a solution of 686 mg of Azetidin-3-yl-carbamic acid tert-butyl ester in 10 ml of DCM, 403 mg of triethylamine was added and the mixture was cooled to 0° C. Then, 598 mg of butyl chloroformate was slowly added. After the addition was completed the reaction mixture was allowed to warm to RT and to stir for 2 h. Then, 200 ml of DCM was added and the organic phase was washed two times with 0.1M aqueous hydrochloric acid and the with saturated aqueous sodium hydrogen carbonate solution. The organic phase was dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 910 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08669266B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-e782795630fb4f348f52ece58b9a0d73 |
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| Source note | uspto-grants-2014_03 |
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