HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl isocyanatoacetate → Methyl (2S)-ethyloxycarbonylmethylaminocarbonylamino-3-tert-butoxycarbonylaminopropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl isocyanatoacetate | HCID 76283 | — |
| Reactant | methyl (2S)-2-amino-3-{[(tert-butoxy)carbonyl]amino}propanoate hydrochloride | HCID 18334328 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl (2S)-ethyloxycarbonylmethylaminocarbonylamino-3-tert-butoxycarbonylaminopropionate | HCID 86583696 | 85% |
Reaction Steps
5.13 ml (45.8 mmol) of ethyl isocyanatoacetate are added dropwise to a suspension of 10 g (45.8 mmol) of the compound (3.3) in 100 ml of tetrahydrofuran and the mixture is left to stir at room temperature for 3 h; the solvent is removed in vacuo and the residue is chromatographed through silica gel using ethyl acetate/methanol =20/1. 13.44 g (85%) of (3.4) are obtained as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06218415B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-831b016db4fe44d39baa707c42c20f35 |
| Source note | uspto-grants-2001_04 |