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HRID 342908作成日:2026年10月26日

L-Phenylalanine → (3s)-3-Amino-2-hydroxy-4-phenylbutanoic acid

https://huagongshe.com/reaction/342908

反応式

関与物質

役割名称HCID仕込み量
反応物L-PhenylalanineHCID 6140—
反応物Phthalic AnhydrideHCID 6811—
反応物(2S)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-phenylpropanoic acidHCID 334207—
反応物3-phenyl-2(S)-phthalimidopropionyl chlorideHCID 10567197—
反応物3-Phenyl-2(S)-phthalimidopropan-1-alHCID 11065801—
反応物1-cyano-3-phenyl-2(S)-phthalimidopropan-1-olHCID 15289369—
生成物(3s)-3-Amino-2-hydroxy-4-phenylbutanoic acidHCID 10856377—

反応手順

L-phenylalanine of the formula ##STR2## is reacted with phthalic anhydride, b) the resultant 3-phenyl-2(S)-phthalimidopropionic acid of the formula ##STR3## is converted into the corresponding acid chloride, c) the resultant 3-phenyl-2(S)-phthalimidopropionic acid chloride of the formula ##STR4## is reduced, d) the resultant 3-phenyl-2(S)-phthalimidopropan-1-al of the formula ##STR5## is transformed into the 1-cyano-3-phenyl-2(S)-phthalimidopropan-1-ol of the formula ##STR6## e) the resultant nitrile of the formula VI is hydrolysed, f) the 3(S)-amino-2-hydroxy-4-phenylbutyric acid formed of the formula ##STR7## is reacted with a low alkyl ester or the phenyl or benzyl ester of chloroformic acid,

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05859248
出典データセットuspto-grants-1999_01
ORD IDord-6b9f43ca2ed44bd786c5520f96380fce
出典メモuspto-grants-1999_01