3-Hydroxyazetidine Hydrochloride supplier

Name
3-Hydroxyazetidine hydrochloride
EINECS 628-004-3
CAS No. 18621-18-6
Article Data20
CAS DataBase
Density
Solubility Soluble in water, DMSO, methanol.
Melting Point 90-92 °C
Formula C₃H₇NO^.HCl
Boiling Point 170.7 °C at 760 mmHg
Molecular Weight 109.556
Flash Point 120.4 °C
Transport Information
Appearance white crystal
Safety 26-36/37/39
Risk Codes 36/37/38-41-37/38-22
Molecular Structure
Hazard Symbols C,Xi,Xn
Synonyms azetidin-3-ol-hydrochloride;3-hydroxy-Azetidine hydrochloride;1-azoniacyclobutan-3-ol;3-(Hydroxy)azetidine Hydrochloride;azetidin-3-ol;3-Hydroxyazetidine HCl;Azetidin-3-ol hydrochloride (1:1);Azetidin-3-olhydrochlorid(1:1);3-azetidinol, hydrochloride (1:1);
PSA 32.26000
LogP 0.08130

Synthetic route

: 90604-02-7
1-(diphenylmethyl)-3-azetidinol hydrochloride

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol; water at 20℃; under 2625.21 Torr; for 4h;	100%
With palladium hydroxide on carbon; hydrogen In ethanol at 20℃; under 3040.2 Torr; for 12h; Inert atmosphere;	94%
With hydrogen; palladium hydroxide on carbon In ethanol at 20℃; under 3040.2 Torr; for 12h;	94%

: 143329-27-5
1-acetyl-3-acetoxyazetidine

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water for 4h; Heating;	100%

: N-(trityl)-3-hydroxyazetidine

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In chloroform at 0 - 5℃; for 7h; Solvent;	95%

: C6H10ClNO3

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
In methanol at 65℃; for 1h;	92.6%

: 223382-13-6
1-benzylazetidine-3-ol hydrochloride

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In ethanol; water at 20℃; under 2585.81 Torr; for 24h; Large scale reaction;	90%

: 7647-01-0
hydrogenchloride

: 18621-17-5
1-(diphenylmethyl)-3-hydroxyazetidine

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
With hydrogen; 10% palladium on activated carbon In 1,4-dioxane; methanol at 60℃; under 2068.65 Torr; for 6h;	68%

: 3-benzylidenamino-1-chloropropan-2-ol

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
With potassium carbonate In isopropyl alcohol Solvent; Large scale;	66%

: 19540-05-7
1-azabicyclo<1.1.0>butane

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; formic acid 1.) THF, r.t., 18 h; 2.) MeOH, H2O, r.t., 20 h; Yield given; Multistep reaction;
Stage #1: 1-azabicyclo<1.1.0>butane With acetic anhydride In tetrahydrofuran at 20℃; for 10h; Stage #2: With hydrogenchloride for 3h; Heating;

: 848438-92-6
tert-butyl 2-hydroxyazetidine-1-carboxylate

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
Stage #1: tert-butyl 2-hydroxyazetidine-1-carboxylate With trifluoroacetic acid In dichloromethane at 20℃; Stage #2: With sodium hydroxide In water pH=11; Stage #3: With hydrogenchloride In 1,4-dioxane

: 54881-13-9
1-benzyl-3-hydroxyazetidine

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
Stage #1: N-benzyl-3-hydroxyazetidine With hydrogen; acetic acid; 5% palladium hydroxide on carbon In water at 55 - 65℃; under 2068.65 Torr; for 2 - 8h; Stage #2: With hydrogenchloride at 5 - 40℃; for 1.5h;

: 13156-04-2
N-tert-butyl-3-hydroxyazetidine

: 18621-18-6
azetion-3-ol hydrochloride

Conditions

Conditions	Yield
Stage #1: N-tert-butyl-3-hydroxyazetidine With boron trifluoride diethyl etherate; acetic anhydride; tert-butylamine at 112℃; for 14h; Stage #2: With hydrogenchloride In water at 99℃; for 5h; Temperature;

: 927390-34-9
2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

: 18621-18-6
azetion-3-ol hydrochloride

: 927390-57-6
7-fluoro-2-(3-hydroxyazetidin-1-yl)-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 6h; Heating / reflux;	100%

: 18621-18-6
azetion-3-ol hydrochloride

: 501-53-1
benzyl chloroformate

: 128117-22-6
1-Benzyloxycarbonyl-3-hydroxyazetidine

Conditions

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride With potassium carbonate In tetrahydrofuran; water at 20 - 25℃; for 0.5h; Stage #2: benzyl chloroformate In tetrahydrofuran; water at 0 - 25℃;	100%
Stage #1: azetion-3-ol hydrochloride With potassium carbonate In tetrahydrofuran; water at 20 - 25℃; for 0.5h; Stage #2: benzyl chloroformate In tetrahydrofuran; water at 0 - 25℃;	100%
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃;	96%

: 1223404-88-3
(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-amine

: 18621-18-6
azetion-3-ol hydrochloride

: 530-62-1
1,1'-carbonyldiimidazole

: 1223403-41-5
(R)-N-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-3-hydroxyazetidine-1-carboxamide

Conditions

Conditions	Yield
Stage #1: 5-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-amine; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2h; Stage #2: azetion-3-ol hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.0833333h;	100%

...Expand

: 916731-80-1
4-(7-fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester

: 18621-18-6
azetion-3-ol hydrochloride

: 916733-34-1
4-[7-(Azetidin-3-yloxy)-quinazolin-4-yl]-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h; Stage #2: 4-(7-fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester In dimethyl sulfoxide at 20℃; for 3.5h;	100%

: 6523-63-3
4-cyano-4,4-diphenylbutanoic acid

: 18621-18-6
azetion-3-ol hydrochloride

: 1355533-23-1
5-(3-hydroxy-azetidin-1-yl)-5-oxo-2,2-diphenylpentanenitrile

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;	100%

: 18621-18-6
azetion-3-ol hydrochloride

: 1074-40-4
4,6-dichloro-2-methoxypyrimidine

: 1-(6-iodo-2-methoxypyrimidin-4-yl)azetidin-3-ol

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol at 75℃; for 2h;	100%

: 2-cyclopropyl-4,6-diiodopyrimidine

: 18621-18-6
azetion-3-ol hydrochloride

: 1-(2-cyclopropyl-6-iodopyrimidin-4-yl)azetidin-3-ol

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol at 90℃; for 1h;	100%

: C23H22F2N4O2

: 18621-18-6
azetion-3-ol hydrochloride

: C26H29F2N5O2

Conditions

Conditions	Yield
Stage #1: C23H22F2N4O2; azetion-3-ol hydrochloride With sodium acetate In methanol at 20℃; for 4h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 1.5h;	100%

: 24424-99-5
di-tert-butyl dicarbonate

: 18621-18-6
azetion-3-ol hydrochloride

: 141699-55-0
tert-butyl 3-hydroxyazetidine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water for 4h;	99%
With triethylamine In methanol at 20℃; for 6h;	93%
With triethylamine In methanol at 0 - 20℃; for 6h;	93%

: 1218935-62-6
(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-amine

: 18621-18-6
azetion-3-ol hydrochloride

: 530-62-1
1,1'-carbonyldiimidazole

: 1218935-04-6
(R)-N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3-hydroxyazetidine-1-carboxamide

Conditions

Conditions	Yield
Stage #1: (R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-amine; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Stage #2: azetion-3-ol hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h;	99%

...Expand

: 1353628-72-4
C23H26BrClN6O4S

: 18621-18-6
azetion-3-ol hydrochloride

: 1353623-64-9
C26H32BrN7O5S

Conditions

Conditions	Yield
With triethylamine In methanol at 70℃; for 2h;	99%

: 18621-18-6
azetion-3-ol hydrochloride

: 4521-61-3
3,4,5-Trimethoxybenzoyl chloride

: (3-hydroxyazetidin-1-yl)(3,4,5-trimethoxyphenyl)methanone

Conditions

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride; 3,4,5-Trimethoxybenzoyl chloride With potassium carbonate In water; ethyl acetate at 20℃; for 16h; Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; water for 20h;	99%

: 1320211-47-9
2-bromobenzo[4,5]imidazol[1,2-a]pyrimidine

: 18621-18-6
azetion-3-ol hydrochloride

: 1-(benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)azetidin-3-ol

Conditions

Conditions	Yield
With triethylamine at 100℃; for 0.166667h; Microwave irradiation;	99%

: 18621-18-6
azetion-3-ol hydrochloride

: 123-11-5
4-methoxy-benzaldehyde

: 111043-52-8
1-(4-methoxybenzyl)azetidin-3-ol

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; triethylamine In dichloromethane at 20℃; Inert atmosphere;	99%

: 1258009-72-1
4-(5-(1-isobutyl-5-(pyridin-4-yl)-1H-pyrazol-4-yl)-1,2,4-oxadiazol-3-yl)benzaldehyde

: 18621-18-6
azetion-3-ol hydrochloride

: 1258009-81-2
1-(4-(5-(1-isobutyl-5-(pyridin-4-yl)-1H-pyrazol-4-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidin-3-ol

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 20℃;	98.5%

: 1-(4-fluoro-3-nitrophenyl)tetrazole

: 18621-18-6
azetion-3-ol hydrochloride

: 1-(2-nitro-4-(tetrazol-1-yl)phenyl)azetidin-3-ol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 72h;	98%

: 2,4-difluoro-5-nitrobenzaldehyde

: 18621-18-6
azetion-3-ol hydrochloride

: 2-fluoro-4-(3-hydroxyazetidin-1-yl)-5-nitrobenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h;	97.35%

: 18621-18-6
azetion-3-ol hydrochloride

: 84358-13-4
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

: C14H24N2O4

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	97%

: 18621-18-6
azetion-3-ol hydrochloride

: 1074-40-4
4,6-dichloro-2-methoxypyrimidine

: 1-(6-chloro-2-methoxypyrimidin-4-yl)azetidin-3-ol

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol at 85℃; for 2h;	97%

: 18621-18-6
azetion-3-ol hydrochloride

: 5-chloro-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4-yl]methyl]pyridazin-3-one

: 5-(3-hydroxyazetidin-1-yl)-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4-yl]methyl]pyridazin-3-one

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide; acetonitrile at 70℃; for 18h;	97%

: 367-86-2
1-fluoro-2-nitro-4-trifluoromethyl-benzene

: 18621-18-6
azetion-3-ol hydrochloride

: 1-(2-nitro-4-(trifluoromethyl)phenyl)azetidin-3-ol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16h;	97%

: 1224944-77-7
5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester

: 18621-18-6
azetion-3-ol hydrochloride

: ethyl 5-(3-hydroxyazetidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 60℃; for 2h; Inert atmosphere;	97%

: 960391-21-3
2-tert-butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazole-5-carboxylic acid

: 18621-18-6
azetion-3-ol hydrochloride

: 960391-39-3
1-({2-tert-butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}carbonyl)azetidin-3-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2h;	96%

: 1223405-16-0
(R)-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amine

: 18621-18-6
azetion-3-ol hydrochloride

: 530-62-1
1,1'-carbonyldiimidazole

: 1223403-84-6
(R)-N-(5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-3-hydroxyazetidine-1-carboxamide

Conditions

Conditions	Yield
Stage #1: (R)-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amine; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2h; Stage #2: azetion-3-ol hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.0833333h;	96%

...Expand

: 189279-51-4
1-(6-amino-3,5-difluoro-2-pyridyl)-8-chloro-6-fluoro-1,4-dihydro-7-fluoro-4-oxo-3-quinolinecarboxylic acid ethyl ester

: 18621-18-6
azetion-3-ol hydrochloride

: 1-(6-amino-3,5-difluoro-2-pyridyl)-8-chloro-6-fluoro-1,4-dihydro-7-(3-hydroxy-1-azetidinyl)-4-oxo-3-quinolinecarboxylic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 60 - 70℃;	96%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 50℃; for 1h; Cooling with ice;	28.1 g

: 18621-18-6
azetion-3-ol hydrochloride

: 98-59-9
p-toluenesulfonyl chloride

: 154010-96-5
1-(p-Toluenesulfonyl)azetidin-3-ol

Conditions

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride With triethylamine In methanol at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In methanol at 0 - 20℃; Inert atmosphere;	95%
With triethylamine In dichloromethane at 20℃; for 12h; Schlenk technique;	66%
With triethylamine In diethyl ether Yield given;

: 18621-18-6
azetion-3-ol hydrochloride

: 594-44-5
Ethanesulfonyl chloride

: 1-ethylsulfonylazetidin-3-ol

Conditions

Conditions	Yield
With potassium phosphate; sodium hydroxide In tetrahydrofuran; water at 20℃; for 3h;	95%

: ethyl 2-chloro-1,3-benzoxazole-6-carboxylate

: 18621-18-6
azetion-3-ol hydrochloride

: ethyl 2-(3-hydroxyazetidin-1-yl)-1,3-benzoxazole-6-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	95%
With N-ethyl-N,N-diisopropylamine In water; N,N-dimethyl-formamide at 10 - 35℃;	19.26 g

3-Hydroxyazetidine Hydrochloride Chemical Properties

The molecular structure of 3-Hydroxyazetidine Hydrochloride (CAS NO.18621-18-6):

IUPAC Name: azetidin-3-ol hydrochloride
Empirical Formula: C₃H₈ClNO
Molecular Weight: 109.5547
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 12.47Å²
Flash Point: 120.4 °C
Enthalpy of Vaporization: 47.4 kJ/mol
Boiling Point: 170.7 °C at 760 mmHg
Vapour Pressure: 0.464 mmHg at 25°C
Melting point: 90-92°C
Sensitive: Hygroscopic
Chemical Properties: white crystal
SMILES: Cl.OC1CNC1
InChI: InChI=1/C3H7NO.ClH/c5-3-1-4-2-3;/h3-5H,1-2H2;1H
Product Categories: Alcohols and Derivatives; Heterocycles; pharmacetical; Azetidine; Amino Acids 13C, 2H, 15N; Azetidines; Amino Acids & Derivatives; Heterocyclic Building Blocks; N-Containing; Others; B-Amino

3-Hydroxyazetidine Hydrochloride Safety Profile

Hazard Codes: Corrosive C, Irritant Xi, Harmful Xn
Risk Statements: 36/37/38-41-37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R41:Risk of serious damage to the eyes.
R37/38:Irritating to respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Harmful/Corrosive
HazardClass: irritant

3-Hydroxyazetidine Hydrochloride Specification

3-Hydroxyazetidine Hydrochloride , its cas register number is 18621-18-6. It also can be called azetidin-3-ol-hydrochloride ; azetidin-3-ol hydrochloride ; 3-hydroxy-Azetidine hydrochloride ; 1-azoniacyclobutan-3-ol ; 3-(Hydroxy)azetidine Hydrochloride ; azetidin-3-ol ; 3-Hydroxyazetidine HCl ; Azetidin-3-ol hydrochloride (1:1) ; Azetidin-3-olhydrochlorid(1:1) ; 3-azetidinol, hydrochloride (1:1) . 3-Hydroxyazetidine Hydrochloride is a useful intermediate in the synthesis of polypeptides.

Product Name

3-Hydroxyazetidine hydrochloride

Synthetic route

3-Hydroxyazetidine Hydrochloride Chemical Properties

3-Hydroxyazetidine Hydrochloride Safety Profile

3-Hydroxyazetidine Hydrochloride Specification

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