Tributyrin → (S)-1-(3-Pyridyl)ethanol

반응식

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([OH:9])[CH3:8])[CH:2]=1.O=C(CCC)OCC(OC(=O)CCC)COC(=O)CCC>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C@@H:7]([OH:9])[CH3:8])[CH:2]=1

참가 물질

반응물 2

HCID 6050Tributyrin

HCID 101192alpha-Methyl-3-pyridinemethanol

생성물 1

HCID 10725338(S)-1-(3-Pyridyl)ethanol수율 33.7%

실험 절차

1-(3-Pyridyl)ethanol (8.9 g), tributyrin (24.0 g) and an enzyme (Lipase CES made by Amano Seiyaku K. K.) (3.6 g) were agitated at 37° C. for 190 hours, followed by filtering off the enzyme and subjecting the filtrate to silica gel column chromatography using toluene as solvent to obtain (S)-1-(3-pyridyl)ethanol (3.0 g). According to a high-speed liquid chromatography using an optical resolution column (CHIRAL CEL OB, trademark of product made by Daicel Co., Ltd.), its optical purity was 80% ee or higher.

후처리

filtrationby filtering off the enzyme

출처 및 근거

ORD 기록: ord-0b6b26a7d5e64ab49f373c601675e552
출처 데이터셋: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04965018

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