Lipoamide → n-Hexyl (2R)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate Ethyl (2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate

HRID 351519

반응식

HRID 351519 반응식
[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2].[CH2:18](O)[CH2:19][CH2:20][CH2:21]CC.C(N(CC)CC)C.C1C(CCCCC(N)=O)SSC1>C(OC(C)(C)C)C>[CH2:1]([O:3][C@H:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH2:9][CH2:18][CH2:19][CH2:20][CH3:21])=[O:6])[CH3:2].[CH2:1]([O:3][C@@H:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2]

참가 물질

6

반응물 4

HCID 863LipoamideHCID 81031-HexanolHCID 8471TriethylamineHCID 11791243Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate

생성물 1

HCID 86587068n-Hexyl (2R)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate Ethyl (2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate

시약·촉매·용매 1

HCID 12512Ethyl tert-butyl ether용매

실험 절차

To a solution of ethyl (2RS) (+/−) 2-ethoxy-3-(4-hydroxyphenyl)propanoate in t-butyl ethyl ether (dried on 3 Å molecular sieve) (10 mg/ml) was added n-hexanol (2 equivalents), triethylamine (dried on 3 Å molecular sieve) (14 mol %), 4 Å molecular sieve, and Mucor miehei lipase Lipozyme IM (from Novo Nordisk) (20 mg). The reaction mixture was shaken at room temperature and analysed at different times. The reaction mixture was analysed by the gradient HPLC method 1 and by the chiral CE method 2.

출처 및 근거

ORD 기록
ord-e6fb5dac0bb84ba68086cd8f7f79a89d
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743608B2

연결된 노트

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