Publication
Rapid approach to complex boronic acids
Neochoritis, C. G., Shaabani, S., Ahmadianmoghaddam, M., Zarganes-Tzitzikas, T., Gao, L., Novotná, M., Mitríková, T., Romero, A. R., Irianti, M. I., Xu, R., Olechno, J., Ellson, R., Helan, V., Kossenjans, M., Groves, M. R. & Dömling, A., 3-Jul-2019, In : Science Advances. 5, 7, 9 p., eaaw4607.Research output: Contribution to journal › Article › Academic › peer-review
APA
Author
Harvard
Standard
Rapid approach to complex boronic acids. / Neochoritis, Constantinos G; Shaabani, Shabnam; Ahmadianmoghaddam, Maryam; Zarganes-Tzitzikas, Tryfon; Gao, Li; Novotná, Michaela; Mitríková, Tatiana; Romero, Atilio Reyes; Irianti, Marina Ika; Xu, Ruixue; Olechno, Joe; Ellson, Richard; Helan, Victoria; Kossenjans, Michael; Groves, Matthew R; Dömling, Alexander.
In: Science Advances, Vol. 5, No. 7, eaaw4607, 03.07.2019.Research output: Contribution to journal › Article › Academic › peer-review
Vancouver
BibTeX
}
RIS
TY - JOUR
T1 - Rapid approach to complex boronic acids
AU - Neochoritis, Constantinos G
AU - Shaabani, Shabnam
AU - Ahmadianmoghaddam, Maryam
AU - Zarganes-Tzitzikas, Tryfon
AU - Gao, Li
AU - Novotná, Michaela
AU - Mitríková, Tatiana
AU - Romero, Atilio Reyes
AU - Irianti, Marina Ika
AU - Xu, Ruixue
AU - Olechno, Joe
AU - Ellson, Richard
AU - Helan, Victoria
AU - Kossenjans, Michael
AU - Groves, Matthew R
AU - Dömling, Alexander
PY - 2019/7/3
Y1 - 2019/7/3
N2 - The compatibility of free boronic acid building blocks in multicomponent reactions to readily create large libraries of diverse and complex small molecules was investigated. Traditionally, boronic acid synthesis is sequential, synthetically demanding, and time-consuming, which leads to high target synthesis times and low coverage of the boronic acid chemical space. We have performed the synthesis of large libraries of boronic acid derivatives based on multiple chemistries and building blocks using acoustic dispensing technology. The synthesis was performed on a nanomole scale with high synthesis success rates. The discovery of a protease inhibitor underscores the usefulness of the approach. Our acoustic dispensing-enabled chemistry paves the way to highly accelerated synthesis and miniaturized reaction scouting, allowing access to unprecedented boronic acid libraries.
AB - The compatibility of free boronic acid building blocks in multicomponent reactions to readily create large libraries of diverse and complex small molecules was investigated. Traditionally, boronic acid synthesis is sequential, synthetically demanding, and time-consuming, which leads to high target synthesis times and low coverage of the boronic acid chemical space. We have performed the synthesis of large libraries of boronic acid derivatives based on multiple chemistries and building blocks using acoustic dispensing technology. The synthesis was performed on a nanomole scale with high synthesis success rates. The discovery of a protease inhibitor underscores the usefulness of the approach. Our acoustic dispensing-enabled chemistry paves the way to highly accelerated synthesis and miniaturized reaction scouting, allowing access to unprecedented boronic acid libraries.
KW - PROTEIN-TYROSINE-PHOSPHATASE
KW - CROSS-COUPLING REACTIONS
KW - MULTICOMPONENT REACTIONS
KW - ISOCYANIDE SYNTHESIS
KW - CHEMISTRY
KW - PREDICTION
KW - INHIBITORS
KW - PYRAZINES
KW - REAGENTS
KW - STATE
U2 - 10.1126/sciadv.aaw4607
DO - 10.1126/sciadv.aaw4607
M3 - Article
VL - 5
JO - Science Advances
JF - Science Advances
SN - 2375-2548
IS - 7
M1 - eaaw4607
ER -
ID: 92367341