HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 67268087, compound → methyl (1R,2R)-1-amino-2-phenylcyclopropane-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 67268087 | HCID 67268087 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl (1R,2R)-1-amino-2-phenylcyclopropane-1-carboxylate | HCID 14308470 | 24% |
Reaction Steps
A mixture of (1R,2R)-methyl 1-amino-2-(4-bromophenyl)cyclopropanecarboxylate hydrochloride (120 mg) and palladium on carbon (10%) (47.3 mg) in methanol (20 mL) was stirred at 5 bar of hydrogen for 48 h. The catalyst was removed by filtration and the filtrate evaporated to dryness. The residue was purified by preparative HPLC on a Phenomenex Gemini column using a 95-5% gradient of aqueous 0.1% ammonia in acetonitrile as eluent. The fractions containing the desired compound were evaporated to dryness to afford (1R,2R)-methyl 1-amino-2-phenylcyclopropanecarboxylate (18 mg) as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902181B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-9c783e0c48a64316b183852c484a6ab2 |
| Source note | uspto-grants-2011_03 |