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18621-17-5

Basic Information
CAS No.: 18621-17-5
Name: 1-(Diphenylmethyl)-3-hydroxyazetidine
Article Data: 42
Molecular Structure:
Molecular Structure of 18621-17-5 (1-(Diphenylmethyl)-3-hydroxyazetidine)
Formula: C16H17NO
Molecular Weight: 239.317
Synonyms: 1-Benzhydryl-3-azetanol;1-Benzhydryl-3-hydroxyazetidine;1-Benzhydrylazetidin-3-ol;3-Hydroxy-1-(diphenylmethyl)azetidine;N-(Diphenylmethyl)-3-hydroxyazetidine;N-(Diphenylmethyl)azetidin-3-ol;3-Azetidinol,1-(diphenylmethyl)-;
EINECS: 606-074-6
Density: 1.189 g/cm3
Melting Point: 106 °C
Boiling Point: 353.8 °C at 760 mmHg
Flash Point: 101.7 °C
Appearance: white solid
Hazard Symbols: IrritantXi,CorrosiveC
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 23.47000
LogP: 2.39040
Synthetic route
91-00-9

Benzhydrylamine

106-89-8

epichlorohydrin

18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

Conditions
ConditionsYield
With sodium carbonate In isopropyl alcohol for 12h; Solvent; Temperature; Reagent/catalyst; Reflux;88.2%
In methanol for 72h; Inert atmosphere;83%
With hydrogenchloride In N,N-dimethyl-formamide74%
40320-60-3

N-benzhydryl 3-azetidinone

18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 20℃;86.2%
With sodium tetrahydroborate

C29H29NOSi

18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

Conditions
ConditionsYield
With Nonafluorobutanesulfonyl fluoride; TPGS-750-M In propan-1-ol; water at 50℃; for 24h; Reagent/catalyst; Solvent; Temperature; Green chemistry;80%
63477-43-0

3-chloro-1-diphenylmethylamino-2-hydroxypropane

18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol at 0 - 90℃;75%
With triethylamine In acetonitrile for 49h; Reflux;65%
In ethanol for 3h; Heating / reflux;
With triethylamine In methanol; acetonitrile Reflux;
552-82-9

benzhydrylidene(methyl)amine

106-89-8

epichlorohydrin

18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

Conditions
ConditionsYield
In DMF (N,N-dimethyl-formamide) at 95℃; for 72h;74%
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

124-63-0

methanesulfonyl chloride

33301-41-6

1-benzhydryl-3-azetidinyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 2h;100%
With triethylamine In dichloromethane at 0℃;100%
With triethylamine In dichloromethane at 20℃; for 1h; Product distribution / selectivity;100%
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

124-63-0

methanesulfonyl chloride

106859-45-4

1-(Diphenylmethyl)-3-azetidinol methanesulfonate (ester) hydrochloride

Conditions
ConditionsYield
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine; methanesulfonyl chloride With triethylamine In benzene at 0 - 20℃;
Stage #2: With hydrogenchloride In diethyl ether at 0℃;
100%
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

90604-02-7

1-(diphenylmethyl)-3-azetidinol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate at 20℃; for 0.166667h;100%
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

1538-75-6

2,2-dimethylpropanoic anhydride

141699-55-0

tert-butyl 3-hydroxyazetidine-1-carboxylate

Conditions
ConditionsYield
With hydrogen; 20% Pd(OH)2 on carbon In ethyl acetate under 760.051 Torr; for 24h;100%
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

18162-48-6

tert-butyldimethylsilyl chloride

391910-20-6

3-((tert-butyldimethylsilyl)oxy)-1-(diphenylmethyl)azetidine

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 0.5h;100%
With 1H-imidazole In dichloromethane at 20℃; for 3h;99.8%
With 1H-imidazole In N,N-dimethyl-formamide; toluene at 0 - 20℃; for 22h;53%
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Chemistry


IUPAC Name: 1-Benzhydrylazetidin-3-ol
Canonical SMILES: C1C(CN1C(C2=CC=CC=C2)C3=CC=CC=C3)O
InChI: InChI=1S/C16H17NO/c18-15-11-17(12-15)16(13-7-3-1-4-8-13)14-9-5-2-6-10-
14/h1-10,15-16,18H,11-12H2
InChIKey: MMAJXKGUZYDTHV-UHFFFAOYSA-N
Molecular Weight: 239.31228 [g/mol]
Molecular Formula: C16H17NO
XLogP3-AA: 2.6
H-Bond Donor: 1
H-Bond Acceptor: 2 
Product Categories: Alcohols and Derivatives; Azetidine; N-Benzhydrylazetidin; Azetidines; Amines; Heterocycles; Ring Systems
Appearance: White solid
Index of Refraction: 1.64
Molar Refractivity: 72.55 cm3
Molar Volume: 201.1 cm3
Surface Tension: 54.8 dyne/cm
Density: 1.189 g/cm3
Flash Point: 101.7 °C
Enthalpy of Vaporization: 63.18 kJ/mol
Boiling Point: 353.8 °C at 760 mmHg
Vapour Pressure: 1.29E-05 mmHg at 25 °C
Melting Point of 1-(Diphenylmethyl)-3-hydroxyazetidine (CAS NO.18621-17-5): 106 °C

Uses

 1-(Diphenylmethyl)-3-hydroxyazetidine (CAS NO.18621-17-5) is used to identify inhibitors of CYP 3A4.

Safety Profile

Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
Hazard Codes: IrritantXi,CorrosiveC
Hazard Note: Irritant
HazardClass of 1-(Diphenylmethyl)-3-hydroxyazetidine (CAS NO.18621-17-5): IRRITANT

Specification

 1-(Diphenylmethyl)-3-hydroxyazetidine (CAS NO.18621-17-5), its Synonyms are 1-(Diphenylmethyl)-3-azetidinol ; 1-Benzhydryl-3-azetanol ; 1-Benzhydryl-3-hydroxyazetidine ; 1-Benzhydrylazetidin-3-ol ; 3-Hydroxy-1-(diphenylmethyl)azetidine ; N-(Diphenylmethyl)-3-hydroxyazetidine ; 3-Azetidinol,1-(diphenylmethyl)- .

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