HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (1S,2S)-2-(9-carboxynonanoyl)amino-3-morpholino-1-phenyl-1-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxacycloundecane-2,11-dione | HCID 75712 | — |
| Reactant | (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol | HCID 10513992 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1S,2S)-2-(9-carboxynonanoyl)amino-3-morpholino-1-phenyl-1-propanol | HCID 69821578 | 30.4% |
Reaction Steps
Methylene chloride (10 ml), triethylamine (190 μl, 1.37 mmol) and sebacic anhydride (292.4 mg, 1.59 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (316.2 mg, 1.34 mmol), followed by stirring for 5 hours. Then, the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:methanol=20:1 and chloroform:methanol=9:1) to obtain the title compound (171.1 mg, yield 30.4%) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06407064B2 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-84472d4333884cdd92094531e587bd0a |
| Source note | uspto-grants-2002_06 |