HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 1,2-Pyrrolidinedicarboxylic acid, 2-(2,5-dioxo-1-pyrrolidinyl) 1-(phenylmethyl) ester, (2S)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1,2-Pyrrolidinedicarboxylic acid, 2-(2,5-dioxo-1-pyrrolidinyl) 1-(phenylmethyl) ester, (2S)- | HCID 853482 | — |
Reaction Steps
Z-Pro (7.5 gm, 0.03 mole) and N-Hydroxysuccinimide (3.45 gm, 0.03 mole) were dissolved in cold dioxane and dicyclohexylcarbodiimide (DCC) (6.18 gm, 0.03 mole) was added with rapid stirring. The mixture was stirred overnight at room temperature and the next day the solid dicyclohexylurea (DCU) was filtered off. The solvent was removed and the oil was recrystallized from isopropyl alcohol. Crystals of Z-Pro-OSu formed with scratching. Yield 8.4 gm. Melting point 86.5°-87.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04687841 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-629bbd2014a249eeba8a9b2d984002ca |
| Source note | uspto-grants-1987_08 |