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CS-W001157 4
Total: USD 88.00

(1R,2R)-2-Aminocyclohexanol

  • CAS No. 931-16-8

  • Cat. No. CS-W003455
  • Purity≥97%
  • MDL No.MFCD08061325

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

(1R,2R)-2-Aminocyclohexanol|CS-W003455

Structure of 931-16-8

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General Information

  • CAS No. 931-16-8
  • Cat. No. CS-W003455
  • Purity ≥97%
  • MDL No. MFCD08061325
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃NO
  • Molecular Weight 115.17
  • Synonym(s) trans-2-Aminocyclohexanol
  • SMILES N[C@@H]1CCCC[C@H]1O

Description

This chiral cyclohexanol scaffold delivers a stereochemically defined amine handle for asymmetric synthesis. The 1R,2R configuration ensures predictable diastereoselectivity in coupling reactions and provides enhanced stability under standard bench conditions.

Application

(1R,2R)-2-Aminocyclohexanol serves as a chiral building block for asymmetric synthesis, enabling stereoselective transformations in medicinal chemistry and catalysis. Its bench-stable nature and dual functionality—primary amine and hydroxyl groups—facilitate orthogonal derivatization, protecting group strategies, and incorporation into heterocyclic scaffolds. Widely employed in the construction of bioactive molecules, it functions as a versatile scaffold for ligands, catalysts, and intermediates in API development.

Synthesis

  • Route1
    • null|null
      286-20-4
    • ~96%
    • In-stock
      (1R,2R)-2-Aminocyclohexanol|CS-W003455
      931-16-8

    References

    • Schlichter; Frahm Archiv der Pharmazie, 1993 , vol. 326, # 7 p. 429 - 436
  • Route2
    • trans-2-Benzylamino-1-cyclohexanol|CS-0128411
      40571-86-6
    • ~52%
    • In-stock
      (1R,2R)-2-Aminocyclohexanol|CS-W003455
      931-16-8

    References

    • Kroutil, Jiri; Trnka, Tomas; Cerny, Miloslav Organic Letters, 2000 , vol. 2, # 12 p. 1681 - 1683
  • Route3
    • null|null
      1039627-46-7
    • ~%
    • In-stock
      (1R,2R)-2-Aminocyclohexanol|CS-W003455
      931-16-8
    • null|null
      38898-70-3

    References

    • Journal of the American Chemical Society, , vol. 130, # 27 p. 8669 - 8676

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H314-H410
Precautionary Statements : P264-P270-P273-P280-P304+P340-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   0.2486
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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