tert-Butyl 3-(3-hydroxypropyl)azetidine-1-carboxylate

Name: tert-Butyl 3-(3-hydroxypropyl)azetidine-1-carboxylate
Brand: ChemScene
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CAS No. 158602-43-8
Cat. No. CS-0183460
Molecule weight215.29
Purity≥98%
MDL No.MFCD18206284

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl 3-(3-hydroxypropyl)azetidine-1-carboxylate|CS-0183460

Structure of 158602-43-8

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General Information

CAS No. 158602-43-8
Cat. No. CS-0183460
Purity ≥98%
MDL No. MFCD18206284
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₃
Molecular Weight 215.29
Synonym(s) None
SMILES O=C(OC(C)(C)C)N1CC(C1)CCCO

Description

tert-Butyl 3-(3-hydroxypropyl)azetidine-1-carboxylate features a strained azetidine core functionalized with a hydroxyalkyl side chain, enabling direct incorporation into bioactive molecule scaffolds. The tert-butyl ester group provides stability and convenient deprotection under mild acidic conditions, while the pendant hydroxyl offers a handle for further derivatization. This combination supports efficient synthesis of complex heterocyclic architectures in medicinal chemistry campaigns.

Application

tert-Butyl 3-(3-hydroxypropyl)azetidine-1-carboxylate serves as a versatile scaffold for the synthesis of bioactive azetidine-containing compounds. The pendant hydroxyl group enables direct functionalization via oxidation, protection, or coupling reactions, while the azetidine core provides metabolic stability and conformational rigidity. Its tert-butyl carbamate handle ensures excellent bench stability and facile deprotection under mild acidic conditions, facilitating integration into multi-step synthetic sequences.

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-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 49.77
LogP 1.6258
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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tert-Butyl 3-(3-hydroxypropyl)azetidine-1-carboxylate

CAS No. 158602-43-8

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