Methyl cis-4-hydroxycyclohexanecarboxylate

Name: Methyl cis-4-hydroxycyclohexanecarboxylate
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CAS No. 3618-03-9
Cat. No. CS-0048897
Purity≥96%
MDL No.MFCD20441962

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Methyl cis-4-hydroxycyclohexanecarboxylate|CS-0048897

Structure of 3618-03-9

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Description

Methyl cis-4-hydroxycyclohexanecarboxylate features a rigid, conformationally defined cyclohexane ring with a hydroxyl group and ester moiety in close spatial proximity. This stereochemical arrangement enables selective transformations in asymmetric synthesis and serves as a key chiral building block for natural product derivatives and pharmaceutical intermediates.

Application

Methyl cis-4-hydroxycyclohexanecarboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective functionalization at the C4 position. The cis configuration provides defined spatial orientation for downstream transformations, while the hydroxyl and ester groups offer orthogonal handles for selective derivatization. Its bench-stable nature and compatibility with standard protection/deprotection protocols facilitate efficient access to complex cyclic architectures, including substituted cyclohexanes and heterocyclic scaffolds relevant to medicinal chemistry.

General Information

CAS No. 3618-03-9
Cat. No. CS-0048897
Purity ≥96%
MDL No. MFCD20441962
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₄O₃
Molecular Weight 158.19
Synonym(s) cis-Methyl 4-hydroxycyclohexanecarboxylate
SMILES COC(=O)[C@@H]1CC[C@H](O)CC1

Computational Chemistry Data

TPSA 46.53
LogP 0.7105
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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
Precautionary Statements : P264-P270-P330-P501

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Methyl cis-4-hydroxycyclohexanecarboxylate

CAS No. 3618-03-9

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