HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Acetylphenylalanine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | L-Phenylalanine, methyl ester | HCID 736234 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(l)tetrafluoroborate | HCID 11006841 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Acetylphenylalanine methyl ester | HCID 704002 | — |
Reaction Steps
The synthesis was carried out with reference to the disclosure of Reference Article (7). There was dissolved 1.46 g (6.4 mmol) of the dehydro-compound (30) in 20 ml of dehydrated methanol, 35 mg of (S,S)-Et-DuPhos-Rh catalyst was introduced into the solution and the resulting mixture was stirred at room temperature for 16 hours using a medium pressure reducing device at a hydrogen gas pressure of 2 atm. The resulting product was loaded on a silica gel column (20×55 mm), followed by elution with 200 ml of ethyl acetate to thus give 1.40 g (6.0 mmol, 95%) of the intended compound: phenylalanine methyl ester (3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608248B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-cb4729718d9a48138d540ab04883797d |
| Source note | uspto-grants-2009_10 |