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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 342913생성일: 2026년 10월 24일

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

https://huagongshe.com/ko/reaction/342913

반응식

참여 물질

역할이름HCID투입량
반응물L-PhenylalanineHCID 6140—
반응물Phthalic AnhydrideHCID 6811—
반응물(2S)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-phenylpropanoic acidHCID 334207—
반응물(3S,4aS,8aS)-2-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-tert-butyldecahydroisoquinoline-3-carboxamideHCID 9865804—
반응물3-phenyl-2(S)-phthalimidopropionyl chlorideHCID 10567197—
반응물3-Phenyl-2(S)-phthalimidopropan-1-alHCID 11065801—
반응물1-cyano-3-phenyl-2(S)-phthalimidopropan-1-olHCID 15289369—
생성물(3s)-3-Amino-2-hydroxy-4-phenylbutanoic acidHCID 10856377—

반응 단계

Process for the production of 2-[3-(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N-tert.-butyl-decahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide of the formula ##STR20## characterised in that a) L-phenylalanine of the formula ##STR21## is reacted with phthalic anhydride, b) the resultant 3-phenyl-2(S)-phthalimidopropionic acid of the formula ##STR22## is converted into the corresponding acid chloride, c) the resultant 3-phenyl-2(S)-phthalimidopropionic acid chloride of the formula ##STR23## is reduced, d) the resultant 3-phenyl-2(S)-phthalimidopropan-1-al of the formula ##STR24## is transformed into the 1-cyano-3-phenyl-2(S)-phthalimidopropan-1-ol of the formula ##STR25## e) the resultant nitrile of the formula VI is hydrolysed, f) the unisolated 3(S)-amino-2-hydroxy-4-phenylbutyric acid formed of the formula ##STR26## is reacted with a low alkyl ester or the phenyl or benzyl ester of chloroformic acid,

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05859248
출처 데이터셋uspto-grants-1999_01
ORD IDord-e0132c6739cc4eadad5dd10113d25142
출처 메모uspto-grants-1999_01