HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (1S)-2-[(tert-butoxycarbonyl)amino]-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Tert-Butyl (2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-hydroxyethylcarbamate | HCID 14249481 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1S)-2-[(tert-butoxycarbonyl)amino]-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl methanesulfonate | HCID 86591233 | — |
Reaction Steps
Alcohol 24 was dissolved in dichloromethane and cooled to 0°. Triethylamine and methanesulfonyl chloride were added and the solution stirred until the reaction was completed. The solution was extracted and the solvent removed to obtain the mesylate (25) which was purified using silica gel column chromatography. Solvent removal afforded a liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07388118B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-e3ce7e39b401434080fb9e3ab3859716 |
| Source note | uspto-grants-2008_06 |