- Synthesis method of N-methyl-(2S)-2-N-fluorenylmethoxycarbonylamino-aspartic acid (4-tert-butyl ester)
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The invention relates to a synthesis method of N-methyl-(2S)-2-N-fluorenylmethoxycarbonyl amino-aspartic acid (4-tert-butyl ester). The method mainly solves the technical problem of product racemization and the problem of large-scale production in the existing synthesis method. The preparation method comprises the following four steps: step 1, dissolving a raw material A in tetrahydrofuran, addingcesium carbonate and methyl iodide to obtain a compound 1, and directly applying the product to the next step of reaction without purification; 2, at room temperature, introducing hydrogen into the compound 1 to react in methanol, and carrying out palladium-carbon catalysis to obtain a compound 2; 3, dissolving the compound 2 in methyl alcohol, adding L-(-)-diacetyl tartaric acid, and carrying out salifying treatment until ee is larger than 99%, so that a compound 3 is obtained, 4, performing a reaction on the compound 3 with acetone and sodium hydroxide, adding Fmoc-OSu is added for a reaction, and performing hydrochloric acid acidification to obtain the target compound 4.
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Paragraph 0010-0011
(2020/06/16)
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- Solid phase synthesis of Fmoc N-methyl amino acids: Application of the Fukuyama amine synthesis
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N-Methyl amino acids and their Fmoc derivatives are synthesized in high yield and purity on solid support using the Fukuyama amine synthesis protocol.
- Yang, Lihu,Chiu, Kuenley
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p. 7307 - 7310
(2007/10/03)
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