HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyloxycarbonyl-L-proline → 2-(1,1-Dimethylethyl) 1-(phenylmethyl) (2S)-1,2-pyrrolidinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Isobutylene | HCID 8255 | — |
| Product | 2-(1,1-Dimethylethyl) 1-(phenylmethyl) (2S)-1,2-pyrrolidinedicarboxylate | HCID 7019799 | — |
Reaction Steps
The benzyloxycarbonyl-L-proline thus obtained (180 g.) is dissolved in a mixture of dichloromethane (300 ml.), liquid isobutylene (800 ml.) and concentrated sulfuric acid (7.2 ml.). The solution is shaken in a pressure bottle for 72 hours. The pressure is released, the isobutylene is allowed to evaporate and the solution is washed with 5% sodium carbonate, water, dried over magnesium sulfate and concentrated to dryness in vacuo, to obtain benzyloxycarbonyl-L-proline tert.butyl ester, yield 205 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04052511 |
| Source dataset | uspto-grants-1977_10 |
| ORD ID | ord-e85ac5237f9b45fd89c73f467fc00e7f |
| Source note | uspto-grants-1977_10 |