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ChemicalBook CAS DataBase List Z-PHE-OME
35909-92-3

Z-PHE-OME synthesis

12synthesis methods
-

Yield:35909-92-3 164 g (100%)

Reaction Conditions:

with potassium hydrogencarbonate;sodium sulfite in water;N,N-dimethyl-formamide;

Steps:

2.8 Synthesis of 2-[5-amino-2-(3-chlorophenyl)-1 6-dihydro-6-oxo-1-pyrimidinyl]-N-[1-benzyl-3-[N-(benzyl)carbamoyl]-3,3-difluoro-2-oxopropyl]acetamide (Compound 2)

Step (8): To a solution of N-benzyloxycarbonyl-DL-phenylalanine (155 g, 0.518 mol) in DMF (800 mL) were added mortar-pulverized potassium hydrogencarbonate (104 g, 1.04 mol) and methyl iodide (53 mL, 0.86 mol), and the mixture was stirred at room temperature for 5 hours. This reaction mixture was added to water (1800 mL) and extracted with ethyl acetate-hexane (4:1). The extract was washed successively with 2 portions of water (500 mL each), 5% sodium sulfite aqueous solution (500 ml) and saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 164 g (100%) of N-benzyloxycarbonyl-DL-phenylalanine methyl ester as a colorless clear oil.

References:

US6528514,2003,B1

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