Lithium hydroxide, monohydrate → [1-(Tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid

HRID 14673

反応式

HRID 14673 の反応式
C([O:3][C:4](=[O:29])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:18][CH3:19])=[C:13]([O:16][CH3:17])[CH:14]=2)[C:9]([CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[N:8][CH:7]=1)C.O[Li].O>>[C:25]([O:24][C:22]([NH:21][CH2:20][C:9]1[C:10]2[C:15](=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=2)[C:6]([CH2:5][C:4]([OH:29])=[O:3])=[CH:7][N:8]=1)=[O:23])([CH3:28])([CH3:26])[CH3:27]

参加物

3

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 86761129[1-(tert-Butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid ethyl ester

生成物 1

HCID 68613423[1-(Tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid収率 84.8%

実験手順

[1-(tert-Butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid ethyl ester (338 mg, 0.83 mmol) was hydrolysed with LiOH—H2O (60 mg, 1.4 mmol) according to the procedure outlined in example 1D to give [1-(tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid (265 mg, 84%). H1-NMR (DMSO): δ 8.11 (s, 1H), 7.57 (s, 1H), 7.28 (t, 3H, J=5.9 Hz), 7.24 (s, 1H), 4.67 (d, 2H), 3.93 (s, 2H), 3.90 and 3.88 (s, 3H each), 1.37 (s, 9H); MS: APCI (M+H) calc'd for C19H24N2O6+H 377.4; found 377.0.

出典と根拠

ORDレコード
ord-0c2720e238c143b1b12a5216c3371dd4
出典データセット
uspto-grants-2010_06
特許番号
US07732446B1

関連ノート

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