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CS-W001157 4
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trans-Ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate

  • CAS No. 3618-04-0

  • Cat. No. CS-0020233
  • Purity≥97%
  • MDL No.MFCD16295187

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

trans-Ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate|CS-0020233

Structure of 3618-04-0

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General Information

  • CAS No. 3618-04-0
  • Cat. No. CS-0020233
  • Purity ≥97%
  • MDL No. MFCD16295187
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆O₃
  • Molecular Weight 172.22
  • Synonym(s) trans-4-Hydroxycyclohexanecarboxylic Acid Ethyl Ester
  • SMILES O=C(OCC)[C@@H]1CC[C@@H](O)CC1

Description

trans-Ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate is a stereochemically defined cyclohexane derivative featuring a hydroxyl group in axial orientation and an ester functionality at the opposite ring position. This configuration imparts enhanced conformational rigidity and predictable reactivity in asymmetric synthesis. The compound serves as a key chiral building block for natural product analogs and pharmaceutical intermediates.

Application

trans-Ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate serves as a stereochemically defined building block for cyclohexane-based scaffolds, enabling access to functionalized intermediates in natural product and medicinal chemistry synthesis. Its stable trans-diastereomer configuration facilitates predictable regioselective transformations, while the pendant hydroxyl and ester groups offer orthogonal handles for further derivatization. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, supporting its use in scalable synthetic 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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.1006
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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