cis-4-(Methoxycarbonyl)cyclohexanecarboxylic acid

Name: cis-4-(Methoxycarbonyl)cyclohexanecarboxylic acid
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CAS No. 1011-85-4
Cat. No. CS-0043140
Purity≥97%
MDL No.MFCD01311246

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cis-4-(Methoxycarbonyl)cyclohexanecarboxylic acid|CS-0043140

Structure of 1011-85-4

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General Information

CAS No. 1011-85-4
Cat. No. CS-0043140
Purity ≥97%
MDL No. MFCD01311246
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₄O₄
Molecular Weight None
Synonym(s) trans-1,4-Cyclohexanedicarboxylic acid monomethyl ester
SMILES COC(=O)[C@@H]1CC[C@@H](CC1)C(O)=O

Description

This cis-4-(methoxycarbonyl)cyclohexanecarboxylic acid features a stereochemically defined cyclohexane ring with a carboxylate ester and carboxylic acid group in close spatial proximity. The configuration enhances its utility in asymmetric synthesis, enabling precise molecular scaffolding for cyclic intermediates in medicinal chemistry and natural product derivatization.

Application

cis-4-(Methoxycarbonyl)cyclohexanecarboxylic acid serves as a valuable chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its cyclohexane scaffold provides defined stereochemistry and conformational rigidity, while the carboxylic acid and ester functionalities enable versatile derivatization via standard coupling, reduction, and cyclization reactions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Safety Information

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Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 63.6
LogP 1.0504
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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cis-4-(Methoxycarbonyl)cyclohexanecarboxylic acid

CAS No. 1011-85-4

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