تفاعل #42951

ord-0c2720e238c143b1b12a5216c3371dd4

معادلة التفاعل

CCOC(=O)Cc1cnc(CNC(=O)OC(C)(C)C)c2cc(OC)c(OC)cc12
[1-(tert-Butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid ethyl ester
O.[Li][OH]
LiOH—H2O
COc1cc2c(CC(=O)O)cnc(CNC(=O)OC(C)(C)C)c2cc1OC
[1-(tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-yl]-acetic acid
المردود 84.8%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

[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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07732446B1uspto-grants-2010_06