27025-24-7Relevant articles and documents
Method for preparing azaindole compound
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Paragraph 0044-0045; 0048-0049, (2020/07/15)
The invention provides a method for preparing an azaindole compound represented by a formula (I). According to the method, natural amino acid is used as a starting material to synthesize an intermediate defined in the specification, the intermediate reacts with 2-(N-tert-butyloxycarbonylamino)-3-methylpyridine in the presence of an organic alkali to obtain an intermediate defined in the specification, a protecting group is removed from the intermediate under an acidic condition, cyclization is performed to obtain an azaindole compound defined in the specification, and cyclization is performedthrough alcohol activating or a Mitsunobu reaction to obtain a compound represented by the formula (I). According to the method provided by the invention, natural amino acid is used as a starting material, so that complex processes such as chiral auxiliary synthesis, chiral resolution or introduction of chiral amino by enzyme catalytic reaction, and the like are avoided, the cost is greatly reduced, and the method is suitable for industrial large-scale production.
1-Hydroxy-3-amino-2-piperidone (δ-N-Hydroxycycloornithine) Derivatives: Key Intermediates for the Synthesis of Hydroxamate-Based Siderophores
Kolasa, Teodozyj,Miller, Marvin J.
, p. 1711 - 1721 (2007/10/02)
Several routes for the synthesis of δ-N-(benzyloxy)cycloornithine (2) from glutamic acid derived starting materials are described.Efficient methods were developed for the synthesis of glutamic acid γ-semialdehyde and γ-hydroxynorvaline derivatives as key substrates for the preparation of δ-N-hydroxyornithine analogues.Thus, the best approaches to the synthesis of 2 were: (1) reductive cyclization of an N-hydroxysuccinimide ester of the O-benzyloxime 4 of α-amino-protected glutamic acid γ-semialdehyde 5 and (2) cyclization of the N-(benzyloxy)amide of δ-bromonorvaline (7).