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Naphthoquinoid pigments of sea urchins. Trimethyl orthoacetate as an effective reagent for O-methylation of β-OH groups of spinazarin, spinochromes D and E, and echinochrome A.
- Source :
-
Russian Chemical Bulletin . Jul2024, Vol. 73 Issue 7, p2082-2098. 17p. - Publication Year :
- 2024
-
Abstract
- Trimethyl orthoacetate (MeC(OMe)3, TMOA) is a convenient reagent for both selective and complete O-methylation of the β-OH groups of sea urchin pigments such as spinazarin, spinochromes D and E, and echinochrome A. The reactions of these compounds with TMOA make it possible to furnish preparative amounts of 6-monomethyl ethers of spinochrome D and echinochrome A, 7-monomethyl ether (namakochrome) and 6,7-dimethyl ether of spinochrome E, which are difficult to prepare by other methods, and to carry out complete O-methylation of all discussed pigments. Among the known O-methylating agents, TMOA is most suitable for the preparative syntheses of methyl ethers of polyhydroxynaphthazarins. [ABSTRACT FROM AUTHOR]
- Subjects :
- *SEA urchins
*METHYL ether
*ACETATES
*ETHER synthesis
*ETHERS
Subjects
Details
- Language :
- English
- ISSN :
- 10665285
- Volume :
- 73
- Issue :
- 7
- Database :
- Academic Search Index
- Journal :
- Russian Chemical Bulletin
- Publication Type :
- Academic Journal
- Accession number :
- 179358396
- Full Text :
- https://doi.org/10.1007/s11172-024-4328-1