HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-((tert-butoxycarbonyl)amino)-4-(hydroxymethyl)thiophene-3-carboxylate → HCID 86596546, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-((tert-butoxycarbonyl)amino)-4-(hydroxymethyl)thiophene-3-carboxylate | HCID 57354245 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86596546 | HCID 86596546 | 95.2% |
Reaction Steps
2-t-Butoxycarbonylamino-4-hydroxymethyl-thiophene-3-carboxylic acid ethyl ester (2.83 g, 9.44 mmol) was dissolved in anhydrous CH2Cl2 (165 mL) and treated with manganese dioxide (16.41 g, 188.70 mmol). It was stirred at room temperature for 5 hr then it was filtered through a pad of Celite. The Celite was washed with copious amounts of acetone. The filtrate was concentrated in vacuo to give title compound (2.69 g, 95%). MS m/e (CI) 300.0 (M+H)+; 1H NMR (300 MHz, CDCl3): δ ppm 1.42 (t, 3H), 1.55 (s, 9H), 4.43 (q, 2H), 7.59 (s, 1H), 10.30 (s, 1H), 10.34 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119205B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-9dba245dee4646d4bc404fe3a40dee59 |
| Source note | uspto-grants-2006_10 |