HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59437174, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 59437170 | HCID 59437170 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59437174 | HCID 59437174 | 50.8% |
Reaction Steps
To a solution of (S)-1-cyclohexyl-2-((1-adamantylmethyl)amino)ethanol (22 mg, 0.077 mmol) and Et3N (15.6 mg, 0.154 mmol) in dry CH2Cl2(2 mL) at 0° C. was added triphosgene (9.2 mg, 0.031 mmol) in dry CH2Cl2(2 mL). The mixture was stirred for 30 min and then concentrated in vacuum to give the crude product, which was purified by preparative TLC to afford (S)-3-((1-adamantyl)methyl)-5-cyclohexyloxazolidin-2-one (5 mg, 21%). 1H NMR (MeOD, 400 MHZ): δ=1.18-1.97 (m, 25H), 2.75-2.95 (m, 2H), 3.42 (t, 1H), 3.72 (t, 1H), 4.83 (m, 1H); MS: m/z=318.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835426B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-26e2830683244d6b9e9d51959b71873f |
| Source note | uspto-grants-2014_09 |