HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → (S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Allylethyl carbonate | HCID 137020 | — |
| Reactant | N-Boc-L-serine methyl ester | HCID 7019177 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester | HCID 57846413 | — |
Reaction Steps
To a stirred solution of N-Boc-L-serine methyl ester (0.22 g, 1 mmol, 1 eq) in dry THF (2 ml) under N2 a mixture of π-allylpalladium chloride dimer (0.01 g, 0.02 mmol), triphenylphosphine (0.024 g, 0.09 mmol) and allyl ethyl carbonate (0.26 ml, 2 mmol, 2 eq) in dry THF (1 ml) was dropwise added at room temperature.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828993B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-2ad440300b5f4965ba47b3cbece4a467 |
| Source note | uspto-grants-2014_09 |