反応式
C(O)(C)C.Cl.[OH:6][C@H:7]([CH2:13][C:14](=[O:16])[O-:15])[CH2:8][N+:9]([CH3:12])([CH3:11])[CH3:10]>O>[OH:6][C@H:7]([CH2:13][C:14](=[O:15])[O-:16])[CH2:8][N+:9]([CH3:12])([CH3:10])[CH3:11]参加物
実験手順
To a solution of (R)-3-acetyloxy-4-tosyloxybutanenitrile (4.07 g, 13.70 mmol) in ethanol (40 mL) was added excess aq., trimethyl amine, refluxed overnight and the solvents in the reaction mixture were evaporated. To the resulting residue was added cone. HCl and heated to 80° C. for 6 h after evaporation of the solvent the residue containing crude (R)-carnitine was purified over an on exchange column, chromatography (Amberlite IR-120 W). The column was first eluted with water until the fractions were neutral and later with 10% NH4OH. Evaporation of the basic fractions gave a thick oil, which was again acidified with cone. HCl. Evaporation of the solvent afforded carnitine as hydrochloride salt. Trituration with isopropanol afforded colourless solid of (R)-carnitine hydrochloride, m.p. 44-146° C.; [α]30D=−22.4 (c 1.5, H2O); 1HNMR (200, D2O) δ 2.60-2.70 (m, 2H), 3.24 (s, 9H); 3.48-3.55 (m, 2H); 4.60-4.75 (m, 1H); 13CNMR (75 MHz, D2O) [[n]] 39.9, 54.2, 62.8, 69.7, 173.8; Mass (FAB) 162 (M++1).
出典と根拠
- ORDレコード
- ord-b5ebec0e9852478da2439699e4e0c1e8
- 出典データセット
- uspto-grants-2010_10
- 特許番号
- US07816119B2
関連ノート
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