HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → cis-N-Carbobenzyloxy-4-[[(methylamino)carbonyl]oxy]-L-proline, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | (2S,4S)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate | HCID 688413 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | cis-N-Carbobenzyloxy-4-[[(methylamino)carbonyl]oxy]-L-proline, methyl ester | HCID 131711848 | 86% |
Reaction Steps
To a stirred solution of 5.4 g. (0.019 mole) of N-carbobenzyloxy-cis-4-hydroxy-L-proline, methyl ester, in 120 ml. of acetonitrile is added 5.4 ml. of triethylamine, followed by 5.4 ml. of methyl isocyanate. After keeping overnight at room temperature and refluxing for two hours, the reaction mixture is worked up as in Example 1c to give 5.6 g (86%) of a pale yellow viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04217359 |
| Source dataset | uspto-grants-1980_08 |
| ORD ID | ord-2fdfd0183bb64ac9a910b5f1b10c4985 |
| Source note | uspto-grants-1980_08 |