In 2010,Morinaka, Brandon I.; Pawlik, Joseph R.; Molinski, Tadeusz F. published 《Amaranzoles B-F, Imidazole-2-carboxy Steroids from the Marine Sponge Phorbas amaranthus. C24-N- and C24-O-Analogues from a Divergent Oxidative Biosynthesis》.Journal of Organic Chemistry published the findings.Electric Literature of C4H7NO2S The information in the text is summarized as follows:
Five new steroidal imidazoles, amaranzoles B-F (I-V), were isolated from extracts of the marine sponge Phorbas amaranthus along with the known amaranzole A. The C24-N-(4-p-hydroxyphenyl)imidazol-5-yl constitution found in amaranzoles A, C, and D is replaced by a C24-O-(4-p-hydroxyphenyl)imidazole-2-carboxylate motif in amaranzoles B, E, and F. The structures were elucidated by interpretation of spectroscopic data. The C24 side chain configuration was assigned by synthesis of a model ester followed by chiroptical comparisons of its CD spectrum with that of an amaranzole B derivative In the experiment, the researchers used Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Electric Literature of C4H7NO2S)
Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Electric Literature of C4H7NO2S
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics