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CS-W001157 4
Total: USD 88.00

(1R,3S,4S)-tert-Butyl 3-(6-bromo-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

  • CAS No. 1256387-74-2

  • Cat. No. CS-M3715
  • Purity≥98%
  • MDL No.MFCD28386937

*For research and further manufacturing use only, not for direct human use.

(1R,3S,4S)-tert-Butyl 3-(6-bromo-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate|CS-M3715

Structure of 1256387-74-2

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General Information

  • CAS No. 1256387-74-2
  • Cat. No. CS-M3715
  • Purity ≥98%
  • MDL No. MFCD28386937
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₂BrN₃O₂
  • Molecular Weight None
  • Synonym(s) (1R,3S,4S)-3-(6-BroMo-1H-benziMidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-diMethylethyl ester
  • SMILES O=C(N1[C@](C2)([H])CC[C@]2([H])[C@H]1C3=NC4=CC=C(Br)C=C4N3)OC(C)(C)C

Description

This bicyclic scaffold features a sterically defined azabicyclo[2.2.1]heptane core bearing a tert-butyl ester and a brominated benzoimidazole moiety, enabling direct incorporation into complex heterocyclic systems. The configuration at the 1R,3S,4S centers ensures predictable stereochemical control in downstream transformations.

Application

(1R,3S,4S)-tert-Butyl 3-(6-bromo-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate serves as a versatile chiral building block for the synthesis of bioactive heterocycles. The bromo-substituted benzoimidazole moiety enables palladium-catalyzed cross-coupling reactions, while the bicyclic azabridge provides conformational rigidity and enhanced metabolic stability. Its tert-butyl ester facilitates straightforward deprotection and functionalization, making it ideal for medicinal chemistry campaigns requiring robust, stereocontrolled scaffolds.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.22
  • LogP   4.7859
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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