HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-tert-butyl 2-methyl (2S,4EZ)-4-(methoxyimino)-1,2-pyrrolidinedicarboxylate → methyl-(2S,4EZ)-4-(methoxyimino)2-pyrrolidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-tert-butyl 2-methyl (2S,4EZ)-4-(methoxyimino)-1,2-pyrrolidinedicarboxylate | HCID 58585478 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl-(2S,4EZ)-4-(methoxyimino)2-pyrrolidinecarboxylate | HCID 123256627 | 100.3% |
Reaction Steps
A solution was made containing e.g. 1-tert-Butyl 2-methyl (2S,4EZ)-4-(methoxyimino)-1,2-pyrrolidinedicarboxylate (60 mg, 0.22 mmol), in anhydrous DCM (6 ml). At 0° C., HCl gas was bubbled slowly through the reaction and the deprotection was followed by TLC. After approximately 30 minutes, the DCM was evaporated. The product was concentrated in vacuo from DCM (2–3 times) to remove the HCl. The desired product, e.g. methyl (2S,4EZ)-4-(methoxyimino)-2-pyrrolidinecarboxylate (38 mg, quant.) was isolated as a yellow solid and used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07189754B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-ad4b212d98674911918fa7ca10fd089e |
| Source note | uspto-grants-2007_03 |