HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21353535, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | (2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanoic acid | HCID 6992538 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21353535 | HCID 21353535 | 93% |
Reaction Steps
To a solution of N-Boc-L-allo-threonine (500 mg, 2.28 mmol) in DMF (5 mL), KHCO3 (637 mg, 4.56 mmol) and MeI (227 μl, 3.65 mmol) were added and the reaction was stirred 5 h at rt. Water (20 mL) was added and the mixture was extracted with ether (3×20 mL), dried (Na2SO4) and evaporated to afford the methyl ester 106 (494 mg, 93%) that was used without purification in the next step. 1H-NMR (500 MHz, CDCl3): 1.19-1.25 (m, 3H), 1.48 (s, 9H), 3.78 (s, 3H), 4.05-4.10 (m, 1H), 4.32-4.40 (m, 1H), 4.45-4.54 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030279B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-e9f1addf8a0545328c948588fd9217fe |
| Source note | uspto-grants-2011_10 |