1-Cbz-3-Hydroxyazetidine

Name: 1-Cbz-3-Hydroxyazetidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 128117-22-6
Cat. No. CS-M1634
Purity≥96%
MDL No.MFCD09037849

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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Structure of 128117-22-6

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General Information

CAS No. 128117-22-6
Cat. No. CS-M1634
Purity ≥96%
MDL No. MFCD09037849
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₃NO₃
Molecular Weight 207.23
Synonym(s) None
SMILES O=C(N1CC(O)C1)OCC2=CC=CC=C2

Description

1-Cbz-3-Hydroxyazetidine features a rigid azetidine core functionalized with a hydroxyl group and a carbobenzoxy (Cbz) protecting group. This combination enables direct incorporation into peptide sequences or complex heterocycles, offering enhanced stability during synthesis while maintaining reactivity for downstream transformations.

Application

1-Cbz-3-Hydroxyazetidine serves as a versatile chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The Cbz-protected amine enables orthogonal functionalization, while the pendant hydroxyl group supports selective derivatization via etherification or oxidation. Its strained azetidine core enhances metabolic stability and modulates physicochemical properties in drug candidates. Bench-stable and readily purified by chromatography, it facilitates efficient access to complex scaffolds in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  18621-18-6
- 501-53-1
- ~98%
- In-stock
  
  128117-22-6
References
- RIB-X PHARMACEUTICALS, INC.; HANSELMANN, Roger; REEVE, Maxwell, M.; JOHNSON, Graham Patent: WO2010/36329 A2, 2010 ; Location in patent: Page/Page column 16-17; 21 ;
Route2
- In-stock
  
  45347-82-8
- 501-53-1
- ~68%
- In-stock
  
  128117-22-6
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CONNOLLY, Stephen; EBDEN, Mark, Richard; LANGER, Thomas; STEVEN, Alan, Robert; STEWART, Craig, Robert; TOMLIN, Paula, Margaret; WALTERS, Iain, Alastair, Stewart; WILLIAMS, Andrew, John Patent: WO2013/8002 A1, 2013 ; Location in patent: Page/Page column 48; 49 ;

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 49.77
LogP 0.9997
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Life Science ADC Related Compound Non-cleavable linker

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Biochemistry Pharmaceutical Development and Drug Discovery Research Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Biochemistry Biochemicals and Reagents Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Key Words

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1-Cbz-3-Hydroxyazetidine

CAS No. 128117-22-6

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