936362-63-9Relevant articles and documents
Preparation method and application of Marizomib key intermediate
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Paragraph 0087; 0089; 0091, (2020/07/02)
The invention belongs to the field of chemical synthesis, particularly relates to a preparation method and application of a Marizomib key intermediate, and particularly relates to a preparation methodof a Marizomib key intermediate. Natural L-serine is selected as an initial raw material, and an obtained serine fragment protected by a functional group is connected with a 1, 3-dicarbonyl cyclopropyl compound so that the Marizomib key intermediate (a skeleton structure) is prepared, and the preparation method is high in preparation efficiency and yield, safer and more environmentally friendly.Then, the prepared Marizomib key intermediate is used for producing Marizomib, and the Marizomib is obtained through intramolecular cyclization reaction and group modification, protective group removal and structural modification in sequence. Besides, the low-toxicity solvent is used in the whole synthesis process, reagents with high toxicity and difficult preparation are avoided, the solvent consumption is low, the target product recovery rate is high and the stability is good.
A concise stereoselective synthesis of orthogonally protected lanthionine and β-methyllanthionine
Cobb, Steven L.,Vederas, John C.
, p. 1031 - 1038 (2008/01/03)
Lantibiotics such as nisin are active against most Gram-positive bacteria and constitute an important class of antibacterial agents. These ribosomally synthesized peptides contain either one or both of the unusual amino acids meso-lanthionine (m-Lan) or β
Stereoselective synthesis of β-amino alcohols: Practical preparation of all four stereomers of N-PMB-protected sphingosine from L- and D-serine
Chung, Sung-Kee,Lee, Jae-Mok
, p. 1441 - 1444 (2007/10/03)
Serine was efficiently converted to the N-p-methoxybenzyl (PMB) protected α'-amino enone derivative 6, which was reduced with Zn(BH4)2 to the corresponding anti-β-amino alcohol in >96% de. On the other hand, N- PMB-N-Boc-protected α'-amino enone derivative 8 was reduced by NaBH4 to syn-product with a diastereoselectivity of ca. 90%.