HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(Hydroxymethyl)-4-(methanesulfonyloxy)pyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | 1-Tert-butyl 2-methyl 4-(methanesulfonyloxy)pyrrolidine-1,2-dicarboxylate | HCID 14772680 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(Hydroxymethyl)-4-(methanesulfonyloxy)pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 21461272 | 95.2% |
Reaction Steps
4-(Methanesulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (1.972 g) was dissolved in tetrahydrofuran (40 ml), and lithium borohydride (300 mg) was added thereto. The reaction mixture was stirred at room temperature overnight, additional lithium borohydride (1000 mg) was added, and the mixture was stirred at room temperature for 2 hours. 1 N Hydrochloric acid was added to the reaction solution, and then was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give 1.715 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074798B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-58313497266c441c9a701507bdd5b267 |
| Source note | uspto-grants-2006_07 |