tert-Butyl 3-ethynyl-3-hydroxyazetidine-1-carboxylate

Name: tert-Butyl 3-ethynyl-3-hydroxyazetidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1259034-35-9
Cat. No. CS-0048299
Purity≥98%
MDL No.None

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tert-Butyl 3-ethynyl-3-hydroxyazetidine-1-carboxylate|CS-0048299

Structure of 1259034-35-9

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Description

tert-Butyl 3-ethynyl-3-hydroxyazetidine-1-carboxylate features a strained azetidine core bearing both a terminal alkyne and a hydroxyl group, enabling efficient copper-catalyzed cycloadditions. The tert-butyl ester enhances stability and facilitates straightforward deprotection under mild acidic conditions. This bifunctional scaffold supports rapid access to complex heterocyclic architectures in medicinal chemistry.

Application

tert-Butyl 3-ethynyl-3-hydroxyazetidine-1-carboxylate serves as a versatile building block for strained heterocyclic scaffolds, enabling efficient access to functionalized azetidines via copper-catalyzed click chemistry. The pendant alkyne and hydroxyl groups offer orthogonal reactivity, facilitating tandem transformations and conjugation strategies in medicinal chemistry. Its bench-stable nature and ease of purification support reliable use in multi-step syntheses and API intermediate development.

General Information

CAS No. 1259034-35-9
Cat. No. CS-0048299
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₅NO₃
Molecular Weight 197.23
Synonym(s) 1-Boc-3-ethynyl-3-hydroxyazetidine
SMILES CC(C)(C)OC(=O)N1CC(O)(C1)C#C

Computational Chemistry Data

TPSA 49.77
LogP 0.6014
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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tert-Butyl 3-ethynyl-3-hydroxyazetidine-1-carboxylate

CAS No. 1259034-35-9

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