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 1N 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 |
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| Patent number | US07829736B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-4ac3070532ed4cdb9d49d694dbca7bb3 |
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| Source note | uspto-grants-2010_11 |
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