Methyl 1-Cbz-azetidine-3-carboxylate
- Product Name
- Methyl 1-Cbz-azetidine-3-carboxylate
- CAS No.
- 757239-60-4
- Chemical Name
- Methyl 1-Cbz-azetidine-3-carboxylate
- Synonyms
- Methyl 1-Cbz-azetidine-3-...;Methyl 1-Cbz-azetidine-3-carboxylate;1-Cbz-3-azetidinecarboxylic acid Methyl ester;1-benzyl 3-Methyl azetidine-1,3-dicarboxylate;Methyl 1-Cbz-azetidine-3-carboxylate - [M7525];1-CBZ-AZETIDINE-3-CARBOXYLIC ACID METHYL ESTER;O1-benzyl O3-methyl azetidine-1,3-dicarboxylate;Methyl 1-benzyloxycarbonylazetidine-3-carboxylate;1-benzyloxycarbonyl-3-azetidinecarboxylic acid methyl ester;1-Benzyloxycarbonyl-3-azetidinecarboxylic acid methyl ester 97%
- CBNumber
- CB02485595
- Molecular Formula
- C13H15NO4
- Formula Weight
- 249.26
- MOL File
- 757239-60-4.mol
Methyl 1-Cbz-azetidine-3-carboxylate Property
- Boiling point:
- 359.3±42.0 °C(Predicted)
- Density
- 1.259±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- -3.02±0.40(Predicted)
- form
- solid
- color
- White
- CAS DataBase Reference
- 757239-60-4
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B535298
- Product name
- 1-Benzyl3-MethylAzetidine-1,3-dicarboxylate
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B535298
- Product name
- 1-Benzyl3-MethylAzetidine-1,3-dicarboxylate
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- M7525
- Product name
- Methyl1-Cbz-azetidine-3-carboxylate
- Purity
- 97.0%
- Packaging
- 5g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 4H58-1-A7
- Product name
- Methyl 1-Cbz-azetidine-3-carboxylate
- Purity
- 97.0%
- Packaging
- 5G
- Price
- $100
- Updated
- 2021/12/16
- Product number
- 112234
- Product name
- Methyl 1-Cbz-azetidine-3-carboxylate
- Packaging
- 1g
- Price
- $246
- Updated
- 2021/12/16
Methyl 1-Cbz-azetidine-3-carboxylate Chemical Properties,Usage,Production
Uses
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
Synthesis
100202-39-9
501-53-1
757239-60-4
To a round-bottomed flask containing methyl azetidine-3-carboxylate hydrochloride (3 g, 20 mmol), THF (30 mL), and H2O (30 mL) was slowly added aqueous NaOH solution (4 M, 5 mL, 20 mmol) at 0 °C. Subsequently, benzyl chloroformate (2.84 mL, 20 mmol) was added dropwise at the same temperature. The reaction mixture was stirred vigorously at room temperature for 18 hours. Upon completion of the reaction, the mixture was concentrated in vacuum to remove the solvent. The residue was partitioned between Et2O (100 mL) and H2O (30 mL). The aqueous phase was back-extracted with Et2O (3 x 50 mL) and all organic phases were combined and dried with anhydrous Na2SO4. The dried organic phase was concentrated in vacuum to afford methyl 1-Cbz-azetidine-3-carboxylate (5 g, 99% yield) as a colorless oil, which was directly used in the subsequent reaction without further purification.1H NMR (400 MHz, CDCl3): δ 7.43-7.25 (m, 5H), 5.10 (s, 2H), 4.23-4.13 (m, 4H) , 3.74 (s, 3H), 3.38 (q, J=7.2Hz, 1H).
IC 50
Non-cleavable Linker
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. DOI:10.1038/nrd.2016.268
[2] Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985. DOI:10.7554/eLife.57277
Methyl 1-Cbz-azetidine-3-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
Methyl 1-Cbz-azetidine-3-carboxylate Suppliers
- Tel
- 021-20908456
- Fax
- 021-58180499
- sales@BioChemBest.com
- Country
- China
- ProdList
- 6003
- Advantage
- 61
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44802
- Advantage
- 61
- Tel
- 13817811078
- Fax
- 86-021-50426522,50426273
- sales@jingyan-chemical.com
- Country
- China
- ProdList
- 9976
- Advantage
- 60
- Tel
- 021-34975603-808 18721111801
- Fax
- +86-21-34975602-805
- sales@bocpharma.com
- Country
- China
- ProdList
- 994
- Advantage
- 64
- Tel
- 086-010-62176588
- Fax
- 086-010-62117849
- amber@jyamber.com
- Country
- China
- ProdList
- 10151
- Advantage
- 56
- Tel
- 021-61551611 13296011611
- Fax
- ＋86 21-50676805
- contact@trustwe.com
- Country
- China
- ProdList
- 9895
- Advantage
- 58
- Tel
- 0512-56316828 4008675858
- Fax
- +86-512-56316826
- sales@amateksci.com
- Country
- China
- ProdList
- 9858
- Advantage
- 55
- Tel
- 20-66003216 18666003216
- Fax
- +86-20-28069063
- info@porsefinechemical.com
- Country
- China
- ProdList
- 1942
- Advantage
- 62
- Tel
- 86-574-27787657
- Fax
- 86-574-27912196
- info@dearchem.com
- Country
- China
- ProdList
- 4613
- Advantage
- 58
- Tel
- 021-61478794
- Fax
- 021-61478794
- sales@hcshhai.com
- Country
- China
- ProdList
- 9793
- Advantage
- 50