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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
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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
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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..…

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N-Bromosuccinimide Price

TRC
Product number
M332190
Product name
Methyl1-Benzylazetidine-2-carboxylate
Packaging
100mg
Price
$75
Updated
2021/12/16
Chem-Impex
Product number
17418
Product name
1-Benzyl-Azetidine-2-carboxylicacidmethylester,95%(HPLC)
Purity
95%(HPLC)
Packaging
250MG
Price
$58.02
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-1-VG
Product name
Methyl 1-benzylazetidine-2-carboxylate
Purity
97.0%
Packaging
250mg
Price
$100
Updated
2021/12/16
Matrix Scientific
Product number
119464
Product name
Methyl 1-benzylazetidine-2-carboxylate
Purity
95+%
Packaging
1g
Price
$100
Updated
2021/12/16
Chem-Impex
Product number
17418
Product name
1-Benzyl-Azetidine-2-carboxylicacidmethylester,≥95%(HPLC)
Purity
≥95%(HPLC)
Packaging
1G
Price
$121.14
Updated
2021/12/16
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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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Methyl 1-benzylazetidine-2-carboxylate Suppliers

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View Lastest Price from Methyl 1-benzylazetidine-2-carboxylate manufacturers

Career Henan Chemica Co
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

18085-37-5, Methyl 1-benzylazetidine-2-carboxylateRelated Search:


  • METHYL 1-BENZYLAZETIDINE-2-CARBOXYLATE
  • METHYL 1-BENZYL-2-AZETIDINECARBOXYLATE
  • 1-BENZYL-AZETIDINE-2-CARBOXYLIC ACID METHYL ESTER
  • AKOS MSC-0097
  • 1-Benzyl-2-(methoxycarbonyl)azetidine
  • 1-(Phenylmethyl)-2-azetidinecarboxylic acid methyl ester
  • 2-Azetidinecarboxylic acid, 1-(phenylMethyl)-, Methyl ester
  • Methyl 1-Benzylazetidine-2-carboxylate - [M13115]
  • 18085-37-5
  • Amines and Anilines
  • Amino Acids and Derivatives