Methyl 1-benzylazetidine-2-carboxylate
- Product Name
- Methyl 1-benzylazetidine-2-carboxylate
- CAS No.
- 18085-37-5
- Chemical Name
- Methyl 1-benzylazetidine-2-carboxylate
- Synonyms
- AKOS MSC-0097;1-Benzyl-2-(methoxycarbonyl)azetidine;METHYL 1-BENZYL-2-AZETIDINECARBOXYLATE;METHYL 1-BENZYLAZETIDINE-2-CARBOXYLATE;1-BENZYL-AZETIDINE-2-CARBOXYLIC ACID METHYL ESTER;Methyl 1-Benzylazetidine-2-carboxylate - [M13115];1-(Phenylmethyl)-2-azetidinecarboxylic acid methyl ester;2-Azetidinecarboxylic acid, 1-(phenylMethyl)-, Methyl ester
- CBNumber
- CB2341545
- Molecular Formula
- C12H15NO2
- Formula Weight
- 205.25
- MOL File
- 18085-37-5.mol
Methyl 1-benzylazetidine-2-carboxylate Property
- Boiling point:
- 273 °C
- Density
- 1.153
- Flash point:
- 101 °C
- storage temp.
- 2-8°C
- pka
- 6.42±0.40(Predicted)
- Appearance
- yellow liquid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M332190
- Product name
- Methyl1-Benzylazetidine-2-carboxylate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 17418
- Product name
- 1-Benzyl-Azetidine-2-carboxylicacidmethylester,95%(HPLC)
- Purity
- 95%(HPLC)
- Packaging
- 250MG
- Price
- $58.02
- Updated
- 2021/12/16
- Product number
- 4H58-1-VG
- Product name
- Methyl 1-benzylazetidine-2-carboxylate
- Purity
- 97.0%
- Packaging
- 250mg
- Price
- $100
- Updated
- 2021/12/16
- Product number
- 119464
- Product name
- Methyl 1-benzylazetidine-2-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $100
- Updated
- 2021/12/16
- Product number
- 17418
- Product name
- 1-Benzyl-Azetidine-2-carboxylicacidmethylester,≥95%(HPLC)
- Purity
- ≥95%(HPLC)
- Packaging
- 1G
- Price
- $121.14
- Updated
- 2021/12/16
Methyl 1-benzylazetidine-2-carboxylate Chemical Properties,Usage,Production
Synthesis Reference(s)
The Journal of Organic Chemistry, 46, p. 2991, 1981 DOI: 10.1021/jo00328a001
Synthesis
29547-04-4
100-46-9
18085-37-5
Methyl 2,4-dibromobutyrate (10.01 g, 38.49 mmol, 1.0 eq.) was dissolved in methanol (15 mL) and slowly added dropwise to a stirred solution of triethylamine (11.68 g, 16.01 mL, 115.5 mmol, 3.0 eq.) in methanol (40 mL) at 0 °C. After dropwise addition, stirring was continued for 15 minutes. Subsequently, benzylamine (4.33 g, 4.41 mL, 40.4 mmol, 1.05 eq.) was added dropwise to a methanol (25 mL) solution and stirring was continued for 30 minutes after completion of the dropwise addition. The reaction mixture was then slowly warmed to room temperature and stirred overnight. Upon completion of the reaction, the mixture was concentrated under vacuum, diluted with diethyl ether (100 mL) and filtered to remove insoluble solids. The organic phase was washed with water (200 mL) and the aqueous phase was then back-extracted with ether (3 x 50 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. The crude product was purified by column chromatography (25% ethyl acetate/hexane) to afford methyl 1-benzylazetidine-2-carboxylate as an orange oil (2.02 g, 26% yield). Thin layer chromatography (TLC) Rf value was 0.35 (ethyl acetate:hexane = 1:3). IR spectrum (neat, cm?1): 2953, 2837, 1737, 1442, 1201, 1172. 1H NMR (300 MHz, CDCl3) δ: 7.35-7.17 (m, 5H, ArH), 3.84-3.70 (m, 2H CH2Ph), 3.62 (s, 3H, OCH3), 3.58 (d, 1H, J=12.5 Hz, COCH), 3.35-3.27 (m, 1H, NCH2a), 2.98-2.88 (m, 1H, NCH2b), 2.36 (dt, 1H, J= 8.7, 17.6 Hz, CHCH2a), 2.25-2.13 (m, 1H, CHCH2b).13C NMR (75 MHz, CDCl3) δ: 173.10, 137.08, 129.17, 128.36, 127.32, 64.40, 62.45, 51.83, 50.85, 21.72. 50.85, 21.72. high-resolution mass spectrometry (HRMS, ESI) m/z: 206.1198 ([M+H]+, calculated value 206.1175).
References
[1] Tetrahedron, 2012, vol. 68, # 22, p. 4117 - 4128
[2] Tetrahedron, 1989, vol. 45, # 10, p. 3089 - 3098
[3] Tetrahedron Asymmetry, 1998, vol. 9, # 3, p. 429 - 435
[4] Organic Letters, 2010, vol. 12, # 24, p. 5708 - 5711
[5] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 671 - 690
Methyl 1-benzylazetidine-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 1-benzylazetidine-2-carboxylate manufacturers
- Product
- Methyl 1-benzylazetidine-2-carboxylate 18085-37-5
- Price
- US $0.37/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10kg/100kg
- Release date
- 2020-11-09