Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | N-Acetyl-L-phenylalanine | HCID 74839 | — |
| Reactant | Alanine methyl ester hydrochloride | HCID 2733257 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 7031902 | HCID 7031902 | 88% |
Reaction Steps
0.1 g of L-alanine methyl ester hydrochloride (0.7 mmol), 0.2 g of N-acetyl-L-phenylalanine (1 mmol) and 0.55 ml of N-methylmorpholine (5 mmol) are dissolved in 50 ml of dichloromethane and cooled to −10° C. 0.5 g of CPA from example 1 (50% in CH2Cl2; 0.8 mmol) is added slowly, and the mixture is stirred under cold conditions for 3 h and at room temperature for 72 h. The solution is concentrated by evaporation and extracted with ethyl acetate and 1 N HCl solution, sat. NaHCO3, sat. NaCl and dist. water. The organic phase is dried over magnesium sulfate, filtered off and concentrated by evaporation. 0.18 g of the white N-acetyl-L-phenylalaninyl-L-alanine methyl ester is obtained (88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07473794B2 |
|---|
| Source dataset | uspto-grants-2009_01 |
|---|
| ORD ID | ord-1f60dfe513bb43a5b81d3a2ded8cd583 |
|---|
| Source note | uspto-grants-2009_01 |
|---|