Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 3-{[(tert-butoxy)carbonyl]amino}propanoate | HCID 15933116 | — |
| Reactant | HCID 178513214 | HCID 178513214 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57637077 | HCID 57637077 | — |
Reaction Steps
3.10 g (30.96 mmol) N-hydroxy-cyclopropanecarboxamidine are placed in 10 ml dimethylformamide and molecular sieve. 1.32 g (34.06 mmol) sodium hydride (60% in mineral oil) are added. The mixture is stirred for 0.1 hours at 50° C., then 7.40 g (34.06 mmol) ethyl 3-tert-butoxycarbonylamino-propionate in 20 ml dimethylformamide are added. The reaction mixture is stirred for 3 hours at 50° C. After cooling 15 ml of water are added, the mixture is suction filtered through Celite. The 2 phases of the filtrate are separated, the aqueous phase is extracted with ethyl acetate, the combined organic phase is evaporated down. The residue is purified by chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354418B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-b92374e1d935469980493c5a20a805db |
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| Source note | uspto-grants-2013_01 |
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