tert-Butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate

Name: tert-Butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate
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CAS No. 1638765-26-0
Cat. No. CS-W000137
Purity≥95%
MDL No.MFCD27987007

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tert-Butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate|CS-W000137

Structure of 1638765-26-0

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General Information

CAS No. 1638765-26-0
Cat. No. CS-W000137
Purity ≥95%
MDL No. MFCD27987007
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.28
Synonym(s) None
SMILES O=C(OC(C)(C)C)NC12CC(CO)(C1)C2

Description

This tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate features a rigid, electron-deficient bicyclo[1.1.1]pentane core that imparts exceptional metabolic stability and enhanced lipophilicity. The pendant hydroxymethyl group enables selective derivatization, while the tert-butyl carbamate serves as a robust protecting group for amine functionalities under standard bench conditions.

Application

tert-Butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate serves as a stable, bench-friendly building block for constructing rigid, three-dimensional scaffolds in medicinal chemistry. The bicyclo[1.1.1]pentane core imparts exceptional metabolic stability and lipophilicity modulation, while the pendant hydroxymethyl group enables selective derivatization via oxidation or protection. The tert-butyl carbamate moiety facilitates straightforward deprotection under mild acidic conditions, enabling efficient access to the corresponding amine. This compound functions as a versatile intermediate in the synthesis of constrained bioactive molecules and API candidates requiring enhanced physicochemical properties.

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-H312-H315-H319-H332-H335
Precautionary Statements : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 58.56
LogP 1.4261
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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tert-Butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate

CAS No. 1638765-26-0

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