HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → tert-butyl (2RS,4RS,5SR)-4-dimethylcarbamoyl-1-{2-[3-(3-methylphenyl)ureido]acetyl}-5-phenylpyrrolidine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-{[(3-Methylphenyl)carbamoyl]amino}acetic acid | HCID 14996960 | — |
| Reactant | tert-butyl (2RS,4RS,5SR)-4-dimethylcarbamoyl-5-phenylpyrrolidine-2-carboxylate | HCID 86751897 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-butyl (2RS,4RS,5SR)-4-dimethylcarbamoyl-1-{2-[3-(3-methylphenyl)ureido]acetyl}-5-phenylpyrrolidine-2-carboxylate | HCID 86751896 | 81% |
Reaction Steps
A The reaction is carried out in a way analogous to that described in Example 2B but from 1.7 g of tert-butyl (2RS,4RS,5SR)-4-dimethylcarbamoyl-5-phenylpyrrolidine-2-carboxylate, 1.15 g of 2-[3-(3-methylphenyl)ureido]acetic acid and 1.15 g of N,N'-dicyclohexylcarbodiimide in 50 cm3 of acetonitrile. After treatment, there are obtained 2.2 g of tert-butyl (2RS,4RS,5SR)-4-dimethylcarbamoyl-1-{2-[3-(3-methylphenyl)ureido]acetyl}-5-phenylpyrrolidine-2-carboxylate, melting at 199° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05707991 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-1898a1ece6cb42239d68cdd5aa597a39 |
| Source note | uspto-grants-1998_01 |