HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (2S)-2,5-Bis[(tert-butoxycarbonyl)amino]pentyl methanesulphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-butyl [(1S)-4-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)butyl]carbamate | HCID 86601679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2S)-2,5-Bis[(tert-butoxycarbonyl)amino]pentyl methanesulphonate | HCID 86601678 | — |
Reaction Steps
103 mg (0.90 mmol) of methanesulfonyl chloride and 0.21 ml (1.5 mmol) of triethylamine are added to a solution of 240 mg (0.75 mmol) of tert-butyl[(1S)-4-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)butyl]carbamate (Example 83A) in 20 ml of dichloromethane, and the mixture is stirred at RT for 16 h. The mixture is diluted with dichloromethane and washed twice with 0.1N hydrochloric acid. The organic phase is dried over magnesium sulfate and evaporated to dryness in vacuo. The product is reacted without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446102B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-69c272a634874da0b578e392e1803026 |
| Source note | uspto-grants-2008_11 |