[塞利洛尔的绝对构型和对映体纯度]
[Absolute configuration and enantiomeric purity of celiprolol].
作者信息
Hofer O, Schlögl K
出版信息
Arzneimittelforschung. 1986 Aug;36(8):1157-61.
PMID:2946303
Abstract
The absolute configuration of (+)-celiprolol ([alpha]D = +6.3 degrees in CHCl3) was established by a 9-step synthesis via the (+) (R)-acetonide of (R)-glyceraldehyde. This result was confirmed by the Cupra-A CD-spectra of the isopropyl and hydroxy analogs. The enantiomeric purity was determined by NMR analysis of the diastereomeric amide esters obtained by reaction of celiprolol with 2 mol of alpha-methoxy-alpha-trifluoromethyl-phenylacetic acid chloride (Mosher's reagent).
摘要
通过经由（R）-甘油醛的（+）（R）-丙酮化物的九步合成确定了（+）-塞利洛尔（在CHCl₃中[α]D = +6.3°）的绝对构型。异丙基和羟基类似物的铜（Ⅱ）-乙二胺四乙酸（Cupra-A）圆二色光谱证实了该结果。对映体纯度通过塞利洛尔与2摩尔α-甲氧基-α-三氟甲基苯乙酰氯（莫舍试剂）反应得到的非对映体酰胺酯的核磁共振（NMR）分析来确定。
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