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CS-W001157 4
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N-BOC-trans-1,2-diaminocyclohexane

  • CAS No. 137731-41-0

  • Cat. No. CS-0031497
  • Molecule weight214.30
  • Purity≥96%
  • MDL No.MFCD06795909

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

N-BOC-trans-1,2-diaminocyclohexane|CS-0031497

Structure of 137731-41-0

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General Information

  • CAS No. 137731-41-0
  • Cat. No. CS-0031497
  • Purity ≥96%
  • MDL No. MFCD06795909
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₂
  • Molecular Weight 214.30
  • Synonym(s) None
  • SMILES CC(C)(C)OC(N[C@H]1[C@@H](CCCC1)N)=O

Description

rel-(1R,2R)-N-Boc-1,2-cyclohexanediamine is a stereochemically defined diamine scaffold featuring a bulky Boc-protecting group on one nitrogen. This configuration imparts enhanced stability and selective reactivity in asymmetric synthesis. The molecule integrates readily into chiral ligand design and catalyst development, offering predictable stereocontrol in transition metal-catalyzed transformations.

Application

rel-(1R,2R)-N-Boc-1,2-cyclohexanediamine serves as a stereochemically defined chiral auxiliary for asymmetric synthesis, enabling efficient construction of enantioselective catalysts and bioactive heterocycles. The Boc group provides excellent bench stability and orthogonal protection, facilitating straightforward deprotection under mild acidic conditions. Its rigid cyclohexane backbone enhances diastereoselectivity in C–N bond-forming reactions, while tolerating diverse functional groups—making it a reliable building block in medicinal chemistry and process development workflows.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   128.7
  • LogP   3.562
  • H_Acceptors   6
  • H_Donors   4
  • Rotatable_Bonds   2

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