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cis-Ethyl 4-hydroxycyclohexanecarboxylate

  • CAS No. 75877-66-6

  • Cat. No. CS-0100214
  • Purity≥97%
  • MDL No.MFCD23701492

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

cis-Ethyl 4-hydroxycyclohexanecarboxylate|CS-0100214

Structure of 75877-66-6

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General Information

  • CAS No. 75877-66-6
  • Cat. No. CS-0100214
  • Purity ≥97%
  • MDL No. MFCD23701492
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆O₃
  • Molecular Weight 172.22
  • Synonym(s) Ethyl cis-4-hydroxycyclohexanecarboxylate
  • SMILES O=C([C@H]1CC[C@@H](O)CC1)OCC

Description

cis-Ethyl 4-hydroxycyclohexanecarboxylate features a hydroxyl group and ester functionality in close spatial proximity on a cyclohexane ring, enabling selective transformations. This stereochemically defined scaffold serves as a key intermediate in the synthesis of bioactive molecules and chiral building blocks. The cis configuration ensures predictable conformational behavior in downstream reactions.

Application

cis-Ethyl 4-hydroxycyclohexanecarboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective transformations due to its defined equatorial hydroxyl and axial ester orientation. It functions as a key intermediate in the synthesis of bioactive molecules, particularly in medicinal chemistry and natural product derivatization, where controlled stereochemistry is critical. The compound exhibits excellent bench stability, facilitates straightforward functional group interconversions, and supports orthogonal protection strategies in complex molecule assembly.

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

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