HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (R)-Benzyloxycarbonylamino-indan-2-yl-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl succinimido carbonate | HCID 83172 | — |
| Reactant | (R)-2-Amino-2-(2,3-dihydro-1H-inden-2-yl)acetic acid | HCID 12192007 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-Benzyloxycarbonylamino-indan-2-yl-acetic acid | HCID 11631222 | 94.1% |
Reaction Steps
(2R)-amino(2,3-dihydro-1H-inden-2-yl)ethanoic acid (1.91 g, 10 mmol) was suspended in dioxane (10 ml) and water (10 ml). To this was added triethylamine (1.7 ml) and N-(benzyloxycarbonyloxy)-succinimide (2.54 g) and the reaction mixture was stirred rapidly at room temperature for 2 days. The reaction mixture was poured into water (50 ml) and extracted with chloroform (100 ml). The organic phase was washed with 1N hydrochloric acid (50 ml) and water (50 ml). This was dried over magnesium sulphate and the solvent removed in vacuo to give the title compound (3.06 g, 94%):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202864B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-4ead24af4e3d4b658623534790323066 |
| Source note | uspto-grants-2012_06 |