HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → (2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 2-Azetidinecarboxylic acid, (S)- | HCID 16486 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid | HCID 12088656 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
(S)-Azetidine-2-carboxylic acid (250.4 mg, 2.5 mmol) was dissolved in DMF (15 mL) and distilled water (6 mL). The solution was cooled to 0° C., and DIEA (645 μL, 3.7 mmol) was added followed by benzyl chloroformate (530 μL, 3.7 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-373f0e26a7b0400da0644ed4b6833ce9 |
| Source note | uspto-grants-2009_09 |