HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[(1-Adamantyl)methoxycarbonyl]-L-proline benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol | HCID 64556 | — |
| Reactant | Benzyl L-prolinate | HCID 736155 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[(1-Adamantyl)methoxycarbonyl]-L-proline benzyl ester | HCID 53719614 | — |
Reaction Steps
To a solution of trichloromethyl chloroformate (0.36 ml) THF (40 ml) was dropwise added a solution of 1-adamantane methanol (1.00 g) and triethylamine (0.84 ml) in THF (20 ml) under ice-cooling. After stirring the mixture at room temperature for 1.5 hours, a solution of 1,-proline benzyl ester (1.45 g) in methylene chloride (15 ml) was added thereto, followed by dropwise addition of triethylamine (1.7 ml). After stirring the mixture at room temperature for 20 minutes, the reaction mixture was poured into water and extracted with ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05506256 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-e4a3ad9d75fe47d19ed1bdf231faa86a |
| Source note | uspto-grants-1996_04 |