198546-38-2Relevant academic research and scientific papers
Synthesis method of 2-(9H-fluorene-9-methoxycarbonylamino)-3-methyl-2-butenoic acid
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Paragraph 0006; 0010, (2020/12/30)
The invention relates to a synthesis method of 2-(9H-fluorene-9-methoxycarbonylamino)-3-methyl-2-butenoic acid. The method mainly solves the technical problem of lack of an amplified production methodof 2-(9H-fluorene-9-methoxycarbonylamino)-3-methyl-2-butenoic acid at present. The synthesis method comprises the following steps: in methyl tert-butyl ether cooled in an ice bath, acidifying 3-methyl-2-oxobutyrate with concentrated hydrochloric acid to generate a compound 1; in methylbenzene subjected to heating reflux, the compound 1 and fluorenylmethoxycarbonylamide are subjected to dehydration condensation reaction under the catalytic action of p-toluenesulfonic acid to generate a target compound 2. As a medical intermediate and a dehydroamino acid derivative, 2-(9H-fluorene-9-methoxycarbonylamino)-3-methyl-2-butenoic acid is widely applied to the fields of synthesis of peptide active substances and protein engineering.
Method for synthesizing fluorenylmethoxycarbonyl-2,3-dehydrovaline
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, (2019/08/07)
The invention relates to a method for synthesizing fluorenylmethoxycarbonyl-2,3-dehydrovaline. The method mainly solves the technical problem of lack of effective synthesis methods. The synthesis method includes the following steps: reacting Boc-alpha-phosphonomethylglycine trimethyl ester with acetone in a dichloromethane solution under the catalysis of DBU through an HWE to generate a compound 1; heating and hydrolyzing the compound 1 and sodium hydroxide in a mixed solution of methanol and water to generate a compound 2; removing, by the compound 2, a protecting group in the dichloromethanesolution of trifluoroacetic acid to generate a compound 3; and reacting the compound 3, 9-fluorenylmethyl-N-succinimidyl carbonate with sodium bicarbonate in a mixed solution of tetrahydrofuran and water to generate a target compound 4. The fluorenylmethoxycarbonyl-2,3-dehydrovaline, as an amino acid derivative, is mainly used as a pharmaceutical intermediate and in the synthesis of polypeptidesand the like.
