Hydrochloric Acid → N-(Ethoxycarbonyl)alanine
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[NH2:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3].C(=O)([O-])[O-].[Na+].[Na+].Cl[C:14]([O:16][CH2:17][CH3:18])=[O:15].Cl>O>[CH2:17]([O:16][C:14]([NH:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3])=[O:15])[CH3:18][NH2:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3].C(=O)([O-])[O-].[Na+].[Na+].Cl[C:14]([O:16][CH2:17][CH3:18])=[O:15].Cl>O>[CH2:17]([O:16][C:14]([NH:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3])=[O:15])[CH3:18]Production of 3-(methyl ONN azoxy)-2,2-propylene dioxy-butane [Compound (IV):R3 =H, R4 =-CH2CH2CH2 -]: (a) In 700 ml of water were dissolved 40 g of L-alanine and 127 g of sodium carbonate. Then 64 ml of ethyl chloroformate was added dropwise to the mixture under ice-cooling and its stirring was conducted at room temperature for 30 minutes. A 35% hydrochloric acid was added to the reaction liquid to make this acidic and the reaction liquid was adsorbed on the column (6.5×60 cm) of diaion HP-20. After washing with water this was eluted with 70% methanol. The eluate was condensed under vacuum thereby to obtain 69 g (yield of 96%) of N-ethoxycarbonyl alanine as an oily substance.
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