tert-Butyl 1-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

Name: tert-Butyl 1-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
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CAS No. 161152-76-7
Cat. No. CS-0054748
Purity≥97%
MDL No.None

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tert-Butyl 1-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate|CS-0054748

Structure of 161152-76-7

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General Information

CAS No. 161152-76-7
Cat. No. CS-0054748
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) 3-Boc-3-azabicyclo[3.1.0]hexane-1-methanol
SMILES O=C(N1CC2(CO)CC2C1)OC(C)(C)C

Description

tert-Butyl 1-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate features a rigid bicyclic scaffold with a strategically positioned hydroxymethyl group, enabling selective functionalization in complex molecule synthesis. The tert-butyl ester offers enhanced stability and ease of manipulation under standard conditions.

Application

tert-Butyl 1-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate serves as a versatile scaffold for medicinal chemistry, enabling efficient access to constrained nitrogen-containing bicyclic systems. The pendant hydroxymethyl group facilitates downstream functionalization via oxidation, protection, or coupling reactions, while the tert-butyl ester provides stability and ease of removal under mild acidic conditions. Its rigidity and defined stereochemistry support targeted ligand design in CNS and metabolic disease research.

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-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 49.77
LogP 1.2357
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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tert-Butyl 1-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

CAS No. 161152-76-7

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