L-Phenylalanine → 2,2,2-Trichloroethoxycarbonyl-L-phenylalanine
Reaction equation
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl[C:14]([O:16][CH2:17][C:18]([Cl:21])([Cl:20])[Cl:19])=[O:15].C(=O)(O)[O-].[Na+]>C(Cl)Cl.CCCCCC>[Cl:19][C:18]([Cl:21])([Cl:20])[CH2:17][O:16][C:14]([NH:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:15]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
L-phenylalanine was reacted with 2,2,2-trichloroethyl chloroformate in a 2N sodium bicarbonate solution, and after the usual working-up there was obtained the desired acid as crystals, melting point 126° (from methylene chloride/hexane).
Sources & evidence
- ORD record
- ord-e91db11db4224026b1f0fc484be83637
- Source dataset
- uspto-grants-1993_10
- Patent number
- US05250517
Reaction notes
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