HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(tert-butoxycarbonyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | — |
| Reactant | HCID 57980850 | HCID 57980850 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(tert-butoxycarbonyl)piperidine | HCID 7010304 | — |
Reaction Steps
1st step: A solution of thiophene-2-sulfonic acid 2-aminobenzothiazol-6-yl ester (intermediate 31) (80 mg, 0.256 mmol), Boc-isonipecotic acid (176 mg, 0.768 mmol) HBTU (291 mg, 0.768 mmol) and N,N-diisopropylethylamine (223 μl, 1.28 mmol) in 4 ml of dimethylformamide is stirred for 3 days at room temperature. 30 ml of water are added to the reaction medium, which is extracted with ethyl acetate. The organic phase is washed with water and with saturated sodium chloride solution, dried over magnesium sulfate and concentrated to dryness to give 4-[6-thiophene-2-sulfonyloxy)benzothiazol-2-ylcarbamoyl]piperidine-1-carboxylic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632952B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-558304165ba049b68a2f2608dc5f92a4 |
| Source note | uspto-grants-2009_12 |