JP2008231046A5

JP2008231046A5 -

Info

Publication number: JP2008231046A5
Application number: JP2007074531A
Authority: JP
Filing date: 2007-03-22
Publication date: 2010-04-22

Description

［実施例２］
７９％ｅ．ｅ．〔〔α〕_D ²⁵＝−１４．１°（Ｃ＝１０）〕のＬ−カルニチンアミド塩化物３．００ｇ（１５．３ｍｍｏｌ）を実施例１と同様の方法で晶析を行い、２．０１ｇの白色結晶を得た。この化合物の旋光度を測定したところ、〔α〕_D ²⁵＝−１６．９°（Ｃ＝１０）（９５％ｅ．ｅ．）であることがわかった。また濾液のメタノールを留去して得られた化合物も同様に旋光度を測定したところ、〔α〕_D ²⁵＝−８．５°（Ｃ＝１０）（４８％ｅ．ｅ．）であることがわかった。 [Example 2]
79% e. e. Crystallization of [[α] _D ²⁵ = −14.1 ° (C = 10)] L-carnitine amide chloride (3.00 g, 15.3 mmol) was carried out in the same manner as in Example 1 to obtain 2.01 g Of white crystals were obtained. When the optical rotation of this compound was measured, it was found that [α] _D ²⁵ = −16.9 ° (C = 10) (95% ee). The compound obtained by distilling off methanol from the filtrate was also measured for optical rotation, and found to be [α] _D ²⁵ = −8.5 ° (C = 10) (48% ee). I understood.

［実施例３］
９０％ｅ．ｅ．〔〔α〕_D ²⁵＝−１６．０°（Ｃ＝１０）〕のＬ−カルニチンアミド塩化物３．００ｇ（１５．３ｍｍｏｌ）を実施例１と同様の方法で晶析を行い、１．９８ｇの白色結晶を得た。この化合物の旋光度を測定したところ、〔α〕_D ²⁵＝−１７．４°（Ｃ＝１０）（９８％ｅ．ｅ．）であることがわかった。また濾液のメタノールを留去して得られた化合物も同様に旋光度を測定したところ、〔α〕_D ²⁵＝−１３．２°（Ｃ＝１０）（７４％ｅ．ｅ．）であることがわかった。
[Example 3]
90% e. e. Crystallization of L-carnitine amide chloride 3.0 [0 g (15.3 mmol) of [[α] _D ²⁵ = −16.0 ° (C = 10)] was carried out in the same manner as in Example 1 to obtain 1.98 g. Of white crystals were obtained. When the optical rotation of this compound was measured, it was found that [α] _D ²⁵ = −17.4 ° (C = 10) (98% ee). The compound obtained by distilling off methanol from the filtrate was also measured for optical rotation, and found to be [α] _D ²⁵ = −13.2 ° (C = 10) (74% ee). I understood.

Claims

Following formula:

[Wherein, X represents a halogen atom, and * represents an optically active substance. The optical purity of the optically active carnitine amide halide obtained is changed with respect to the optical purity of the optically active carnitine amide halide to be crystallized. , Purification method of optically active carnitine amide halide.

The optical purity of the crystals of the resulting optically active carnitine amide halide is higher than the optical purity of the optically active carnitine amide halide is subjected to the crystallization method of claim 1, wherein.

In the optically active carnitine amide halide used for the crystallization, the following formula:

L-carnitine amide halide represented by the following formula:

The method of Claim 1 or 2 existing in excess with respect to D-carnitine amide halide represented by these.

The optical purity of the optically active carnitine amide halide subjected to the crystallization is 70% e.e. e. The method according to any one of claims 1 to 3 , which is as described above.