Methyl 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate

Name: Methyl 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate
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CAS No. 180464-87-3
Cat. No. CS-0047309
Purity≥97%
MDL No.MFCD23164154

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate|CS-0047309

Structure of 180464-87-3

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General Information

CAS No. 180464-87-3
Cat. No. CS-0047309
Purity ≥97%
MDL No. MFCD23164154
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂O₃
Molecular Weight 156.18
Synonym(s) None
SMILES O=C(OC)C12CC(CO)(C1)C2

Description

Methyl 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate features a rigid, cage-like bicyclo[1.1.1]pentane core that imparts exceptional stability and low conformational flexibility. The pendant hydroxymethyl group enables straightforward derivatization, while the ester functionality supports efficient downstream transformations. This scaffold delivers enhanced metabolic resistance and improved membrane permeability in bioactive molecule design.

Application

Methyl 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate serves as a versatile building block for the synthesis of constrained bioactive molecules, leveraging the rigid bicyclo[1.1.1]pentane core to enhance metabolic stability and modulate physicochemical properties. The pendant hydroxymethyl group enables straightforward derivatization via oxidation, protection, or coupling reactions, while the ester functionality supports further transformations. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient integration into medicinal chemistry campaigns.

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

Quality Control

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Computational Chemistry Data

TPSA 46.53
LogP 0.322
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate

CAS No. 180464-87-3

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