Compound Q&A

How is (1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate (CAS: 1256387-87-7) typically synthesized?

Answer

(1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
This compound is typically synthesized via a multistep process involving the coupling of an azabicycline and a 1,3,2-dioxaborolane derivative under basic conditions. The reaction uses a palladium catalyst and is conducted in the presence of a base such as potassium carbonate. The yield is generally moderate to good, with high selectivity to the desired enantiomer. Detailed procedures can be found in relevant chemical literature.

About

English Name (1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
Molecular Formula C24H34BN3O4
Molecular Weight 439.37 g/mol
SMILES B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)N=C(N3)C4C5CCC(C5)N4C(=O)OC(C)(C)C
InChIKey MYPUONINDNZBTH-GMBSWORKSA-N
Last Updated: 2025-10-13 17:50

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