1-Boc-azetidine-3-yl-methanol

Modify Date: 2024-01-02 07:17:52

1-Boc-azetidine-3-yl-methanol Structure
1-Boc-azetidine-3-yl-methanol structure
Common Name 1-Boc-azetidine-3-yl-methanol
CAS Number 142253-56-3 Molecular Weight 187.236
Density 1.1±0.1 g/cm3 Boiling Point 270.3±13.0 °C at 760 mmHg
Molecular Formula C9H17NO3 Melting Point 55 °C
MSDS N/A Flash Point 117.3±19.8 °C

 Use of 1-Boc-azetidine-3-yl-methanol


1-Boc-azetidine-3-yl-methanol is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-Boc-azetidine-3-yl-methanol is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]

 Names

Name 1-Boc-3-azetidinemethanol
Synonym More Synonyms

 1-Boc-azetidine-3-yl-methanol Biological Activity

Description 1-Boc-azetidine-3-yl-methanol is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-Boc-azetidine-3-yl-methanol is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]
Related Catalog
Target

Non-cleavable

In Vitro ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].
References

[1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.

[2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 270.3±13.0 °C at 760 mmHg
Melting Point 55 °C
Molecular Formula C9H17NO3
Molecular Weight 187.236
Flash Point 117.3±19.8 °C
Exact Mass 187.120850
PSA 49.77000
LogP 0.01
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.489
Water Solubility Soluble in Dimethyl sulfoxide (DMSO).

 Safety Information

Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 23-26-37-60
HS Code 2933990090

 Synthetic Route

~98%

1-Boc-azetidine-3-yl-methanol Structure

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CAS#:142253-56-3

Literature: Journal of Medicinal Chemistry, , vol. 51, # 4 p. 948 - 956

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Literature: WO2005/28474 A2, ; Page/Page column 219 ; WO 2005/028474 A2

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CAS#:142253-56-3

Literature: European Journal of Medicinal Chemistry, , vol. 34, # 5 p. 363 - 380

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CAS#:142253-56-3

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 20 p. 5581 - 5585

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

1-Boc-Azetidine-3-yl-methanol
tert-butyl 3-(hydroxymethyl)azetidine-1-carboxylate
3-(Hydroxymethyl)azetidine-1-carboxylate
1-(tert-Butoxycarbonyl)-3-azetidinemethanol
1-Boc-3-(hydroxymethyl)azetidine
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