Acetic Anhydride → Lacosamide

反応式

C(OC(=O)C)(=O)C.C(OC(=O)CC)(=O)CC.[C:17]([NH:21][C@H:22]([CH2:33][O:34][CH3:35])[C:23]([NH:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24])(=[O:20])[CH2:18]C>>[CH3:18][C:17]([NH:21][C@@H:22]([C:23]([NH:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[O:24])[CH2:33][O:34][CH3:35])=[O:20]

参加物

反応物 3

HCID 7918Acetic Anhydride

HCID 31263Propionic anhydride

HCID 67362298(R)-N-Benzyl-3-methoxy-2-propionamidopropanamide

生成物 1

HCID 219078Lacosamide

実験手順

The present inventors also observed that commercially available acetic anhydride contained some percentage of propanoic anhydride. As a result, during the last acetylation step (figure I), (2R)-2-propanoylamino-N-benzyl-3-methoxypropionamide of Formula III (hereinafter referred as “Impurity-B”) is obtained as an impurity along with lacosamide.

出典と根拠

ORDレコード: ord-547efe3e769043cf99775ee30feb0730
出典データセット: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08853453B2

反応ノート

読み込み中…

参加物