Methyl 1-Cbz-azetidine-3-carboxylate

Modify Date: 2024-01-02 19:01:47

Methyl 1-Cbz-azetidine-3-carboxylate Structure
Methyl 1-Cbz-azetidine-3-carboxylate structure
Common Name Methyl 1-Cbz-azetidine-3-carboxylate
CAS Number 757239-60-4 Molecular Weight 249.262
Density 1.3±0.1 g/cm3 Boiling Point 414.9±45.0 °C at 760 mmHg
Molecular Formula C13H15NO4 Melting Point N/A
MSDS N/A Flash Point 204.7±28.7 °C

 Use of Methyl 1-Cbz-azetidine-3-carboxylate


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

 Names

Name 1-O-benzyl 3-O-methyl azetidine-1,3-dicarboxylate
Synonym More Synonyms

 Methyl 1-Cbz-azetidine-3-carboxylate Biological Activity

Description Methyl 1-Cbz-azetidine-3-carboxylate is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Methyl 1-Cbz-azetidine-3-carboxylate 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 1.3±0.1 g/cm3
Boiling Point 414.9±45.0 °C at 760 mmHg
Molecular Formula C13H15NO4
Molecular Weight 249.262
Flash Point 204.7±28.7 °C
Exact Mass 249.100113
PSA 55.84000
LogP 1.42
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.580

 Safety Information

HS Code 2933990090

 Synthetic Route

~10%

Methyl 1-Cbz-azetidine-3-carboxylate Structure

Methyl 1-Cbz-az...

CAS#:757239-60-4

Literature: Zhu, Gui-Dong; Gong, Jianchun; Gandhi, Virajkumar B.; Penning, Thomas D.; Giranda, Vincent L. Patent: US2006/229289 A1, 2006 ; Location in patent: Page/Page column 19 ;

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Methyl 1-Cbz-azetidine-3-carboxylate Structure

Methyl 1-Cbz-az...

CAS#:757239-60-4

Literature: US2011/183960 A1, ; Page/Page column 27 ;

~98%

Methyl 1-Cbz-azetidine-3-carboxylate Structure

Methyl 1-Cbz-az...

CAS#:757239-60-4

Literature: MERCK SHARP and DOHME LIMITED Patent: WO2004/78750 A1, 2004 ; Location in patent: Page 81 ; WO 2004/078750 A1

 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-CBZ-AZETIDINE-3-CARBOXYLIC ACID METHYL ESTER
1-[(Benzyloxy)carbonyl]-3-methyl-3-azetidinecarboxylic acid
1-Cbz-3-azetidinecarboxylic acid methyl ester
1-Benzyl 3-methyl 1,3-azetidinedicarboxylate
Methyl1-Cbz-azetidine-3-carboxylate
1-BENZYL 3-METHYL AZETIDINE-1,3-DICARBOXYLATE
HT799
Azetidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester
1,3-Azetidinedicarboxylic acid, 3-methyl-, 1-(phenylmethyl) ester
methyl 1-benzyloxycarbonyl-3-azetidinecarboxylate
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