HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → (2S,3S)-1-[(benzyloxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | trans-3-hydroxy-L-proline | HCID 440575 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2S,3S)-1-[(benzyloxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid | HCID 54213972 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
(2S,3S)-3-Hydroxy-pyrrolidine-2-carboxylic acid (254.5 mg, 1.9 mmol) was dissolved in DMF (15 mL) and distilled water (6 mL). The solution was cooled to 0° C., and DIEA (500 μL, 2.9 mmol) was added followed by benzyl chloroformate (410 μL, 2.9 mmol). The reaction was stirred at 0° C. and allowed to warm to ambient temperature overnight. The reaction was filtered and purified by reverse phase HPLC to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595398B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-2b26034dabb1460bbd00f07fc96b6ccb |
| Source note | uspto-grants-2009_09 |