Pyridoxine Hydrochloride → 2-Methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine

HRID 1268431

반응식

HRID 1268431 반응식
[C:1](Cl)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH3:21][C:22]1[N:27]=[CH:26][C:25]([CH2:28][OH:29])=[C:24]([CH2:30][OH:31])[C:23]=1[OH:32].Cl.C(N([CH2:39][CH3:40])CC)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:21][C:22]1[C:23]([OH:32])=[C:24]([CH2:30][O:31][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:25]([CH2:28][O:29][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:39][CH3:40])=[CH:26][N:27]=1

참가 물질

6

반응물 3

HCID 6019Pyridoxine HydrochlorideHCID 8471TriethylamineHCID 11770936gamma-Linolenoyl Chloride

생성물 1

HCID 867589572-Methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

A solution of z,z,z-octadeca-6,9,12-trienoyl chloride (650 mg, 2.2 mmol) in methylene chloride (10 ml) was added slowly dropwise to a mixture of pyridoxine hydrochloride (206 mg, 1 mmol), triethylamine (0.7 ml, 5 mmol) and 4-(N,N-dimethylamino)pyridine (few mg, catalytic amount) in methylene chloride (20 ml) at 0° C. under nitrogen. On completion, as indicated by tic, (4 h) the mixture was concentrated and purified by flash chromatography (ethyl acetate/hexane), yielding 2-methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine as a colourless oil.

후처리

  1. custom(4 h)
  2. concentrationwas concentrated
  3. custompurified by flash chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-47bc4d0f4ed1433eb85f7bef7165b0c7
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06555700B1

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