HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-Methanesulphonic acid 2-Boc-aminopropyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate | HCID 7023103 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-Methanesulphonic acid 2-Boc-aminopropyl ester | HCID 10753379 | 86% |
Reaction Steps
To an ice-cooled mixture of (S)-tert-butyl 1-hydroxypropan-2-ylcarbamate (3.0 g, 17.1 mmol) and Et3N (4.8 mL, 34.2 mmol) in DCM (50 mL) was added methanesulfonyl chloride, MsCl (1.33 mL, 17.1 mmol) dropwise. The reaction mixture was stirred at rt for 2 h, diluted with DCM, washed with water. The organic layer was separated, dried over Na2SO4, filtered and concentrated to give 107a (3.72 g, 86%) as a white solid. 1H NMR (500 MHz, DMSO-d6): δ 4.044-4.033 (d, 2H), 3.164 (s, 3H), 1.385 (s, 9H), 1.065-1.051 (d, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260415B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-89704c5985204b52b4316775a33e7772 |
| Source note | uspto-grants-2016_02 |