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18621-17-5

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  • China factory supplies white solid - benzhydrylazetidin - 3-1 ol high quality cas18621-17-5 99% for pharmaceutical intermediates

    Cas No: 18621-17-5

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  • China Largest factory Manufacturer Supply 1-(Diphenylmethyl)-3-hydroxyazetidine CAS 18621-17-5

    Cas No: 18621-17-5

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18621-17-5 Usage

Chemical Properties

White solid

Uses

1-(Diphenylmethyl)-3-hydroxyazetidine is used to identify inhibitors of CYP 3A4.

Check Digit Verification of cas no

The CAS Registry Mumber 18621-17-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,6,2 and 1 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18621-17:
(7*1)+(6*8)+(5*6)+(4*2)+(3*1)+(2*1)+(1*7)=105
105 % 10 = 5
So 18621-17-5 is a valid CAS Registry Number.
InChI:InChI=1/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

18621-17-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(Diphenylmethyl)-3-hydroxyazetidine

1.2 Other means of identification

Product number -
Other names 1-diphenylmethylazetidin-3-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18621-17-5 SDS

18621-17-5Synthetic route

Benzhydrylamine
91-00-9

Benzhydrylamine

epichlorohydrin
106-89-8

epichlorohydrin

1-(diphenylmethyl)-3-hydroxyazetidine
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%
N-benzhydryl 3-azetidinone
40320-60-3

N-benzhydryl 3-azetidinone

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

1-(diphenylmethyl)-3-hydroxyazetidine

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 20℃;86.2%
With sodium tetrahydroborate
C29H29NOSi

C29H29NOSi

1-(diphenylmethyl)-3-hydroxyazetidine
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%
3-chloro-1-diphenylmethylamino-2-hydroxypropane
63477-43-0

3-chloro-1-diphenylmethylamino-2-hydroxypropane

1-(diphenylmethyl)-3-hydroxyazetidine
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;
benzhydrylidene(methyl)amine
552-82-9

benzhydrylidene(methyl)amine

epichlorohydrin
106-89-8

epichlorohydrin

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

1-(diphenylmethyl)-3-hydroxyazetidine

Conditions
ConditionsYield
In DMF (N,N-dimethyl-formamide) at 95℃; for 72h;74%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-benzhydryl-3-azetidinyl methanesulfonate
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%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-(Diphenylmethyl)-3-azetidinol methanesulfonate (ester) hydrochloride
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%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

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

1-(diphenylmethyl)-3-azetidinol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate at 20℃; for 0.166667h;100%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

2,2-dimethylpropanoic anhydride
1538-75-6

2,2-dimethylpropanoic anhydride

tert-butyl 3-hydroxyazetidine-1-carboxylate
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%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-((tert-butyldimethylsilyl)oxy)-1-(diphenylmethyl)azetidine
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%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

3-hydroxyazetidin-1-ium 2,2,2-trifluoroacetate
638216-99-6

3-hydroxyazetidin-1-ium 2,2,2-trifluoroacetate

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In methanol for 24h;99%
1-benzhydryl-3-(4-chlorobenzyloxy)azetidine
232599-02-9

1-benzhydryl-3-(4-chlorobenzyloxy)azetidine

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

1-(diphenylmethyl)-3-hydroxyazetidine

3,4-Dichlorophenylmethyl chloride
102-47-6

3,4-Dichlorophenylmethyl chloride

3-(3,4-Dichlorobenzyloxy)-1-(diphenylmethyl)azetidine
232599-04-1

3-(3,4-Dichlorobenzyloxy)-1-(diphenylmethyl)azetidine

Conditions
ConditionsYield
92%
1-benzhydryl-3-(4-chlorobenzyloxy)azetidine
232599-02-9

1-benzhydryl-3-(4-chlorobenzyloxy)azetidine

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

1-(diphenylmethyl)-3-hydroxyazetidine

1-bromomethyl-3-trifluoromethylbenzene
402-23-3

1-bromomethyl-3-trifluoromethylbenzene

3-(3-(Trifluoromethyl)benzyloxy)-1-(diphenylmethyl)azetidine
232599-06-3

3-(3-(Trifluoromethyl)benzyloxy)-1-(diphenylmethyl)azetidine

Conditions
ConditionsYield
91%
2-Chloromethylfuran
617-88-9

2-Chloromethylfuran

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

1-(diphenylmethyl)-3-hydroxyazetidine

1-benzhydryl-3-(furan-2-ylmethoxy)azetidine
1309208-08-9

1-benzhydryl-3-(furan-2-ylmethoxy)azetidine

Conditions
ConditionsYield
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h;
Stage #2: 2-Chloromethylfuran In N,N-dimethyl-formamide; mineral oil at 20℃;
91%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

3-bromo-1-benzhydrylazetidine
36476-84-3

3-bromo-1-benzhydrylazetidine

Conditions
ConditionsYield
With pyridine; phosphorus tribromide In 1,2-dichloro-ethane at 0 - 10℃; for 7h; Solvent; Reagent/catalyst; Concentration;90%
Multi-step reaction with 2 steps
1: 89 percent / pyridine
2: 81 percent / LiBr, Li2CO3 / tetrahydrofuran
View Scheme
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

benzyl bromide
100-39-0

benzyl bromide

3-(benzyloxy)-1-(diphenylmethyl)azetidine

3-(benzyloxy)-1-(diphenylmethyl)azetidine

Conditions
ConditionsYield
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran; mineral oil at 60℃; for 18h; Inert atmosphere;
90%
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: benzyl bromide In tetrahydrofuran; mineral oil at 60℃; for 18h;
85%
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 80℃;
24%
sulphur trioxide pyridine

sulphur trioxide pyridine

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

1-(diphenylmethyl)-3-hydroxyazetidine

N-benzhydryl 3-azetidinone
40320-60-3

N-benzhydryl 3-azetidinone

Conditions
ConditionsYield
With triethylamine In dimethyl sulfoxide89%
2-chloro-3-(chloromethyl)pyridine
89581-84-0

2-chloro-3-(chloromethyl)pyridine

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

1-(diphenylmethyl)-3-hydroxyazetidine

3-(2-chloropyrid-3-ylmethoxy)-1-benzhydrylazetidine
1357305-91-9

3-(2-chloropyrid-3-ylmethoxy)-1-benzhydrylazetidine

Conditions
ConditionsYield
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h;
Stage #2: 2-chloro-3-(chloromethyl)pyridine In tetrahydrofuran; dimethyl sulfoxide; mineral oil at 20 - 50℃; for 21.5h;
89%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

propargyl bromide
106-96-7

propargyl bromide

C19H19NO

C19H19NO

Conditions
ConditionsYield
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: propargyl bromide In tetrahydrofuran; mineral oil at 60℃; for 18h;
87%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

2-bromomethylbenzo[b]thiophene
10133-20-7

2-bromomethylbenzo[b]thiophene

1-benzhydryl-3-(benzo[b]thiophen-2-ylmethoxy)azetidine
1309208-65-8

1-benzhydryl-3-(benzo[b]thiophen-2-ylmethoxy)azetidine

Conditions
ConditionsYield
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h;
Stage #2: 2-bromomethylbenzo[b]thiophene In N,N-dimethyl-formamide; mineral oil at 20℃; for 3h;
85%
1-benzhydryl-3-(4-chlorobenzyloxy)azetidine
232599-02-9

1-benzhydryl-3-(4-chlorobenzyloxy)azetidine

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

1-(diphenylmethyl)-3-hydroxyazetidine

4-Fluorobenzyl bromide
459-46-1

4-Fluorobenzyl bromide

3-(4-Fluorobenzyloxy)-1-(diphenylmethyl)azetidine
232599-11-0

3-(4-Fluorobenzyloxy)-1-(diphenylmethyl)azetidine

Conditions
ConditionsYield
83%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

1-Chloro-4-fluorobenzene
352-33-0

1-Chloro-4-fluorobenzene

3-(4-chlorophenoxy)-1-(diphenylmethyl)azetidine

3-(4-chlorophenoxy)-1-(diphenylmethyl)azetidine

Conditions
ConditionsYield
In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol; mineral oil82.4%
In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol; mineral oil82.4%
1-(diphenylmethyl)-3-hydroxyazetidine
18621-17-5

1-(diphenylmethyl)-3-hydroxyazetidine

1-Chloro-4-(chloromethyl)benzene
104-83-6

1-Chloro-4-(chloromethyl)benzene

1-benzhydryl-3-(4-chlorobenzyloxy)azetidine
232599-02-9

1-benzhydryl-3-(4-chlorobenzyloxy)azetidine

Conditions
ConditionsYield
With NaH In N,N-dimethyl-formamide80%

18621-17-5Relevant articles and documents

Indirect reduction of CO2and recycling of polymers by manganese-catalyzed transfer hydrogenation of amides, carbamates, urea derivatives, and polyurethanes

Liu, Xin,Werner, Thomas

, p. 10590 - 10597 (2021/08/20)

The reduction of polar bonds, in particular carbonyl groups, is of fundamental importance in organic chemistry and biology. Herein, we report a manganese pincer complex as a versatile catalyst for the transfer hydrogenation of amides, carbamates, urea derivatives, and even polyurethanes leading to the corresponding alcohols, amines, and methanol as products. Since these compound classes can be prepared using CO2as a C1 building block the reported reaction represents an approach to the indirect reduction of CO2. Notably, these are the first examples on the reduction of carbamates and urea derivatives as well as on the C-N bond cleavage in amides by transfer hydrogenation. The general applicability of this methodology is highlighted by the successful reduction of 12 urea derivatives, 26 carbamates and 11 amides. The corresponding amines, alcohols and methanol were obtained in good to excellent yields up to 97%. Furthermore, polyurethanes were successfully converted which represents a viable strategy towards a circular economy. Based on control experiments and the observed intermediates a feasible mechanism is proposed.

TAU-PROTEIN TARGETING PROTACS AND ASSOCIATED METHODS OF USE

-

Paragraph 1022, (2018/05/24)

The present disclosure relates to bifunctional compounds, which find utility as modulators of tau protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tau protein, such that tau protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tau. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tau protein. Diseases or disorders that result from aggregation or accumulation of tau protein are treated or prevented with compounds and compositions of the present disclosure.

Preparation method of N-diphenylmethyl-3-hydroxyazetidine

-

Paragraph 0022; 0023; 0024; 0025; 0026, (2017/05/16)

The invention relates to a preparation method of azelnidipine intermediate N-(diphenylmethyl)-3-hydroxyazetidine. The preparation method is disclosed based improvement of a conventional method. According to the preparation method, an alkali is added into a reaction system, so that reaction time is shortened from 48h to 16h or less, the reaction time is shortened greatly, and energy consumption is reduced; yield can be maintained to be 83 to 88%, and product purity is increased to be higher than 99.9% via effective adjustment of reaction temperature and appropriate postprocessing, and the preparation method is extremely suitable for industrialized production.

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