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Methyl trans-3-bromocyclobutane-1-carboxylate

  • CAS No. 1523618-35-0

  • Cat. No. CS-0048877
  • Purity≥96%
  • MDL No.None

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

Methyl trans-3-bromocyclobutane-1-carboxylate|CS-0048877

Structure of 1523618-35-0

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General Information

  • CAS No. 1523618-35-0
  • Cat. No. CS-0048877
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉BrO₂
  • Molecular Weight 193.04
  • Synonym(s) Methyl trans-3-bromocyclobutanecarboxylate
  • SMILES COC(=O)[C@H]1C[C@H](Br)C1

Description

Methyl trans-3-bromocyclobutane-1-carboxylate features a rigid cyclobutane core with defined stereochemistry, enabling precise control in asymmetric synthesis. The bromine substituent at the 3-position serves as a reactive handle for transition-metal-catalyzed coupling, while the ester group facilitates derivatization. This bench-stable, moisture-tolerant reagent integrates efficiently into complex molecular architectures.

Application

Methyl trans-3-bromocyclobutane-1-carboxylate serves as a versatile chiral building block for cyclobutane-based scaffolds, enabling stereoselective functionalization via substitution or coupling reactions. The trans configuration ensures defined stereochemistry in downstream transformations, while the bromide and ester groups offer orthogonal reactivity for C–C bond formation and derivatization. Bench-stable and amenable to purification by flash chromatography, it facilitates efficient synthesis of complex cyclic systems relevant to medicinal chemistry and process development.

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-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.3329
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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