Methyl 3-hydroxybicyclo[1.1.1]pentane-1-carboxylate

Name: Methyl 3-hydroxybicyclo[1.1.1]pentane-1-carboxylate
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CAS No. 2092825-26-6
Cat. No. CS-0049087
Purity≥97%
MDL No.MFCD30802629

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Methyl 3-hydroxybicyclo[1.1.1]pentane-1-carboxylate|CS-0049087

Structure of 2092825-26-6

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General Information

CAS No. 2092825-26-6
Cat. No. CS-0049087
Purity ≥97%
MDL No. MFCD30802629
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀O₃
Molecular Weight 142.15
Synonym(s) Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-hydroxy-, methyl ester
SMILES COC(=O)C12CC(O)(C1)C2

Description

Methyl 3-hydroxybicyclo[1.1.1]pentane-1-carboxylate features a strained bicyclic scaffold with a pendant hydroxyl group, enabling direct functionalization at the bridgehead position. This rigid, three-dimensional core enhances metabolic stability and confers unique stereochemical control in synthetic applications. The ester functionality supports further derivatization under standard conditions.

Application

Methyl 3-hydroxybicyclo[1.1.1]pentane-1-carboxylate serves as a rigid, three-dimensional building block for medicinal chemistry and materials science. Its strained bicyclic core imparts high conformational stability, while the pendant hydroxyl and ester groups enable selective derivatization via standard functional group transformations. The molecule exhibits excellent bench stability and facilitates efficient synthesis of complex scaffolds through orthogonal reactivity.

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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Computational Chemistry Data

TPSA 46.53
LogP 0.0744
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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Methyl 3-hydroxybicyclo[1.1.1]pentane-1-carboxylate

CAS No. 2092825-26-6

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