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134419-57-1

Basic Information
CAS No.: 134419-57-1
Name: 2-Azetidinecarboxylicacid, methyl ester
Article Data: 5
Molecular Structure:
Molecular Structure of 134419-57-1 (2-Azetidinecarboxylicacid, methyl ester)
Formula: C5H9NO2
Molecular Weight: 115.132
Synonyms: Methyl2-azetidinecarboxylate;
Density: 1.1 g/cm3
Boiling Point: 144.666 °C at 760 mmHg
Flash Point: 41.293 °C
PSA: 38.33000
LogP: -0.14990
Synthetic route
67-56-1

methanol

2517-04-6

Azetidine-2-carboxylic acid

134419-57-1

(2S)-methyl azetidine-2-carboxylate

Conditions
ConditionsYield
With thionyl chloride for 24h; Ambient temperature;
With thionyl chloride for 1h; Heating;
18085-37-5

methyl 1-benzyl-2-azetidinecarboxylate

134419-57-1

(2S)-methyl azetidine-2-carboxylate

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 0.75h; Heating;
134419-57-1

(2S)-methyl azetidine-2-carboxylate

501-53-1

benzyl chloroformate

7087-68-5

N-ethyl-N,N-diisopropylamine

(2S)-methyl-1-(benzyloxycarbonyl)azetidine-2-carboxylate

Conditions
ConditionsYield
In dichloromethane80%
134419-57-1

(2S)-methyl azetidine-2-carboxylate

13551-90-1

2-nitro-1-(2-oxiranylmethyl)-1H-imidazole

134419-52-6

1-[2-Hydroxy-3-(2-nitro-imidazol-1-yl)-propyl]-azetidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
In methanol for 3h; Heating;16%
3282-30-2

pivaloyl chloride

134419-57-1

(2S)-methyl azetidine-2-carboxylate

145642-59-7

Methyl N-Pivaloylazetidine-2-carboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane for 20h; Ambient temperature; Yield given;
134419-57-1

(2S)-methyl azetidine-2-carboxylate

7154-66-7

2-bromobenzoic acid chloride

182343-74-4

1-(2-Bromo-benzoyl)-azetidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane Ambient temperature; Yield given;
59813-11-5

2-bromoethyl diazomethyl ketone

134419-57-1

(2S)-methyl azetidine-2-carboxylate

860775-87-7

methyl 1-(3'-oxo-4'-diazo)butylaziridine-2-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h;0.264 g
134419-57-1

(2S)-methyl azetidine-2-carboxylate

25471-73-2, 113890-49-6, 113890-50-9

(1S,7aR)-7-Oxo-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.264 g / iPr2NEt / acetonitrile / 16 h / 20 °C
2: Cu(acac)2 / toluene / 85 °C
View Scheme
134419-57-1

(2S)-methyl azetidine-2-carboxylate

25471-73-2, 113890-49-6, 113890-50-9

(5α)-1-aza-4α-carbomethoxy-6-oxobicyclo<3.3.0>octane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.264 g / iPr2NEt / acetonitrile / 16 h / 20 °C
2: Cu(acac)2 / toluene / 85 °C
View Scheme
134419-57-1

(2S)-methyl azetidine-2-carboxylate

2-Allyl-1-benzoyl-azetidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / CH2Cl2 / Ambient temperature
2: 51 percent / (TMS)2NLi / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) r.t., 5 h
3: 63 percent / Bu3SnH, AIBN / toluene / 2 h / Heating
View Scheme
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    2-Azetidinecarboxylicacid, methyl ester

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Specification

The 2-Azetidinecarboxylicacid, methyl ester is an organic compound with the formula C5H9NO2. The systematic name of this chemical is methyl azetidine-2-carboxylate. With the CAS registry number 134419-57-1, it is also named as Azetidine-2-carboxylic acid methyl ester. The product's category is Pharmacetical.

Physical properties about 2-Azetidinecarboxylicacid, methyl ester are: (1)ACD/LogP: -0.66; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 3; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 2; (9)Polar Surface Area: 38.33 Å2; (10)Index of Refraction: 1.45; (11)Molar Refractivity: 28.134 cm3; (12)Molar Volume: 104.623 cm3; (13)Polarizability: 11.153×10-24cm3; (14)Surface Tension: 33.84 dyne/cm; (15)Density: 1.1 g/cm3; (16)Flash Point: 41.293 °C; (17)Enthalpy of Vaporization: 38.174 kJ/mol; (18)Boiling Point: 144.666 °C at 760 mmHg; (19)Vapour Pressure: 5.038 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: COC(=O)C1CCN1
(2)InChI: InChI=1/C5H9NO2/c1-8-5(7)4-2-3-6-4/h4,6H,2-3H2,1H3
(3)InChIKey: CHNOQXRIMCFHKZ-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C5H9NO2/c1-8-5(7)4-2-3-6-4/h4,6H,2-3H2,1H3
(5)Std. InChIKey: CHNOQXRIMCFHKZ-UHFFFAOYSA-N