HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 69188199, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-Methyl 2-amino-6-((tert-butoxycarbonyl)amino)hexanoate | HCID 13645075 | — |
| Reactant | (4-Fluoro-3,5-dimethylphenyl)boronic acid | HCID 17750045 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69188199 | HCID 69188199 | 80% |
Reaction Steps
To a suspension of (R)-2-Amino-6-tert-butoxycarbonylamino-hexanoic acid methyl ester (3.000 g, 10.108 mmol), 3,5-dimethyl-4-fluorophenylboronic acid (3.398 g, 20.216 mmol), Cu(OAc)2 (2.019 g, 11.119 mmol), and molecular sieves 4 Å (7.591 g) in 45 mL of dichloromethane, triethylamine (2.8 mL, 20.216 mmol) was added. After stirring at room temperature under O2 for 87 h, the reaction mixture was filtered through a pad of Celite and washed with dichloromethane. The filtrate was concentrated under reduced pressure. The product was isolated by Flash chromatography (silica gel) eluting with 0-30% ethyl acetate/hexanes to give the title compound as colorless oil (3.084 g, 80% yield). LC-MS: tR=9.8 min; m/z 383 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242174B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-e0235406cb4d40a892e126402b25a481 |
| Source note | uspto-grants-2012_08 |