HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 2-((Tert-butoxycarbonyl)(2-(tert-butyldisulfanyl)ethyl)amino)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Ethyl 2-((tert-butoxycarbonyl)(2-(tert-butyldisulfanyl)ethyl)amino)acetate | HCID 89668445 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-((Tert-butoxycarbonyl)(2-(tert-butyldisulfanyl)ethyl)amino)acetic acid | HCID 89668312 | 91.1% |
Reaction Steps
Ethyl 2-((tert-butoxycarbonyl)(2-(tert-butyldisulfanyl)ethyl)amino)acetate (Compound 6e-A, 320 mg, 0.91 mmol) was dissolved in methanol (80 ml), an aqueous potassium hydroxide solution (0.18 mol/l, 30.3 ml) was added and the mixture was stirred at room temperature for 2 hours. Methanol in the reaction solution was removed by concentration under reduced pressure, and the aqueous layer was washed with diethyl ether and then adjusted to pH 3 with a 1 mol/1 aqueous hydrochloric acid solution. The aqueous layer was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford the title compound (268.1 mg, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409952B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b629cff421b84165912c64a668e31c51 |
| Source note | uspto-grants-2016_08 |