Schrittwieser, Joerg H.’s team published research in Journal of Organic Chemistry in 76 | CAS: 1860-58-8

Journal of Organic Chemistry published new progress about 1860-58-8. 1860-58-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(3-(Benzyloxy)phenyl)acetic acid, and the molecular formula is C15H14O3, COA of Formula: C15H14O3.

Schrittwieser, Joerg H. published the artcileBiocatalytic Organic Synthesis of Optically Pure (S)-Scoulerine and Berbine and Benzylisoquinoline Alkaloids, COA of Formula: C15H14O3, the publication is Journal of Organic Chemistry (2011), 76(16), 6703-6714, database is CAplus and MEDLINE.

A chemoenzymic approach for the asym. total synthesis of the title compounds was described that employs an enantioselective oxidative C-C bond formation catalyzed by berberine bridge enzyme (BBE) in the asym. key step. This unique reaction yielded enantiomerically pure (R)-benzylisoquinoline derivatives and (S)-berbines such as the natural product (S)-scoulerine (I), a sedative and muscle relaxing agent. The racemic substrates required for the biotransformation were prepared in 4-8 linear steps using either a Bischler-Napieralski cyclization or a C1-C¦Á alkylation approach. The chemoenzymic synthesis was applied to the preparation of fourteen enantiomerically pure alkaloids, including the natural products (S)-scoulerine and (R)-reticuline (II), and gave overall yields of up to 20% over 5-9 linear steps.

Journal of Organic Chemistry published new progress about 1860-58-8. 1860-58-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(3-(Benzyloxy)phenyl)acetic acid, and the molecular formula is C15H14O3, COA of Formula: C15H14O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia