HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → (S)-tert-Butyl 3-methoxypyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylate | HCID 854055 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-tert-Butyl 3-methoxypyrrolidine-1-carboxylate | HCID 12050278 | — |
Reaction Steps
(S)-3-Hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (Omega Chemical Company) (950 mg, 5.55 mmol) was methylated and purified in a similar way to Preparation 67 using 60% sodium hydride dispersion (260 mg, 6.50 mmol) and methyl iodide (0.5 mL, 8.06 mmol) in DMF (15 ml). 1H NMR and Rf were identical to the (R)-enantiomer.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158622B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-60593e3a563c4f639ff883b5062ff5d2 |
| Source note | uspto-grants-2012_04 |