107575-59-7Relevant articles and documents
Decarboxylated Methoxatin Analogues. Synthesis of 7- and 9-Decarboxymethoxatin
Noar, J. Barry,Bruice, Thomas C.
, p. 1942 - 1945 (1987)
A total synthesis of two monodecarboxylated analogues of methoxatin (1) is described.The synthesis of 9-decarboxymethoxatin (4) was achieved starting with 8-hydroxyquinoline, constructing an appropriately substituted quinolylhydrazone of ethyl pyruvate with a Japp-Klingemann reaction and annulating the remaining pyrrole ring through a Fischer indole synthesis.The synthesis of 7-decarboxymethoxatin (3) first necessitated the construction of an appropriate indole from which the remaining pyridine ring could be annulated via a Doebner reaction.
Pyrroloquinoline quinone synthetic method
-
Paragraph 0097-0098, (2018/05/07)
The invention discloses a synthetic method of pyrroloquinoline quinone. The synthetic method comprises the following steps: carrying out alkali treatment on 2-methoxy-5-nitroaniline hydrochloride as a raw material, so as to obtain a compound 1; carrying out formylation on the compound 1 under a catalysis condition of an ionic liquid, so as to obtain a compound 2; adopting sodium borohydride to reduce the compound 2 to obtain a compound 3; carrying out diazotization on the compound 3, and then enabling action between the diazotized compound 3 and HBF4 to obtain a compound 4; enabling reaction of the compound 4 and 2-methylethyl acetoacetate to obtain a compound 5; treating the compound 5 with formic acid to obtain a compound 6; carrying out amid catalysis and exchange with the ionic liquid on the compound 6 to obtain a compound 7; enabling reaction of the compound 7 and 2-oxodimethyl glutaconate to obtain a compound 8; feeding hydrogen chloride to the compound 8 under the action of Cu(OAc)2*2H2O to obtain a compound 9; carrying out basic hydrolysis on the compound 9 to obtain a compound 10. The synthetic method disclosed by the invention is cheap and accessible in raw materials, stable, high in reaction yield, quick in reaction, and easy for product separation, and is environment-friendly as the catalyst can be recycled.
SYNTHESIS OF PYRROLOQUINOLINE QUINONE (PQQ)
-
Page/Page column 8-9; 13-14; 1/6, (2010/11/24)
The invention relates to a novel nine step process for synthesizing PQQ (methoxatin). This process is efficient and reliably provides PQQ in excellent purity and high yield.