HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178454349, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 1,1-dimethylethyl 2-(bis{[(1,1-dimethylethyl)oxy]carbonyl}amino)-4-[bis(methyloxy)methyl]-1H-imidazole-1-carboxylate | HCID 68487794 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 178454349 | HCID 178454349 | 66% |
Reaction Steps
A catalytic amount of pyridinium p-toluenesulfonate was added to a solution of 1,1-dimethylethyl 2-(bis{[(1,1-dimethylethyl)oxy]carbonyl}amino)-4-[bis(methyloxy)methyl]-1H-imidazole-1-carboxylate (1.520 g, 3.32 mmol) in acetone:water/3:2 (25 mL). The mixture was stirred at RT for 3 days. The solvent was evaporated and the residue was purified by chromatography (EtOAc:hexanes) to give 0.680 g of the title compound (0.680 g, 66%). 1H NMR (400 MHz, chloroform-d) δ ppm 10.57 (br. s., 1H), 9.57 (s, 1H), 7.61 (s, 1H), 1.51 (s, 18H). ES MS: m/z 310 (M−H), 334 (M+Na).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-c94b73cd5c9748818a1f59ab47498fb0 |
| Source note | uspto-grants-2012_11 |