- An expedient, scalable synthesis of the natural product L-anserine
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To date, the synthesis of L-anserine has relied on the use of naturally occurring 1-methyl-L-histidine as a precursor, however its high cost prevents its use in the large-scale synthesis of L-anserine. With this in mind, we report herein a concise and efficient synthetic strategy, employing the 160-fold less expensive, L-histidine methyl ester dihydrochloride as a starting material, to afford the title compound in an overall yield of 88%, over four reaction steps. Georg Thieme Verlag Stuttgart.
- Wiles, Charlotte,Watts, Paul
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- Preparation method of anserine and anserine intermediate, and anserine intermediate
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The invention provides an anserine intermediate shown as a formula (II) and a preparation method thereof, and the preparation method comprises the following steps: in the presence/absence of alkali, condensing a compound (III) with a compound (IV) in a solvent to obtain a compound (II). The method is simple and easy to operate, stable in process, easy to control, convenient in post-reaction treatment, good in product yield and high in product quality, can be economically and conveniently used for industrial production, and the reaction route is as shown in the specification. The invention also provides a method for preparing anserine from the anserine intermediate.
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Paragraph 0069-0095
(2021/04/10)
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- Preparation methods of two kinds of anserine and immediate of anserine
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The invention provides preparation methods of two kinds of anserine and a preparation method of a synthetic anserine intermediate. The preparation methods are simple to operate, easy to implement, stable in process, easy to control, convenient for reaction post-treatment, good in product yield, high in purity and capable of being economically and conveniently used for industrial production.
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- Preparation methods of whale carnosine and intermediate thereof
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The invention provides two preparation methods of whale carnosine and a preparation method of an intermediate for synthesizing the whale carnosine. The two preparation methods of the whale carnosine and the preparation method of the intermediate for synthesizing the whale carnosine, provided by the invention, have the advantages of simple and easy operation, stable process, easy control, convenient treatment after reaction, good product yield and high purity and can be economically and conveniently used for industrial production.
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Paragraph 0056; 0057; 0060; 0062
(2019/05/28)
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- Concise Synthesis of Anserine: Efficient Solvent Tuning in Asymmetric Hydrogenation Reaction
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A concise synthesis of anserine and related compounds was accomplished by Et-DuPhos-Rh-catalyzed asymmetric hydrogenation of dehydrohistidine derivatives in 2,2,2-trifluoroethanol, which played a key role in improving the yield and selectivity.
- Yamashita, Megumi,Shimizu, Keita,Koizumi, Yasuaki,Wakimoto, Toshiyuki,Hamashima, Yoshitaka,Asakawa, Tomohiro,Inai, Makoto,Kan, Toshiyuki
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supporting information
p. 2734 - 2736
(2016/11/30)
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- Preparation of L-anserine
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[PROBLEM TO BE SOLVED]: To provide a new method that can produce commercially L-anserine. [SOLUTION]: The method for producing L-anserine comprises alkyl-esterification of the starting material, phthalyl-L-carnosine known as an intermediate for synthesizing L-carnosine, protecting 1-position N atom of the imidazol ring by acylation, methylating 3-position N atom of the imidazol ring and deacylating to form phthalyl-L-carnosine alkyl ester, and dephthalylating followed by hydrolysis of the ester.
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Page/Page column 8-9
(2008/06/13)
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