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389573-45-9

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Basic Information
CAS No.: 389573-45-9
Name: ent-Paroxol
Article Data: 5
Molecular Structure:
Molecular Structure of 389573-45-9 (ent-Paroxol)
Formula: C13H18FNO
Molecular Weight: 223.29
Synonyms: ((3R,4S)-4-(4-Fluorophenyl)-1-methylpiperidin-3-yl)methanol;ent-Paroxol;
Density: 1.092±0.06 g/cm3(Predicted)
Melting Point: 98-100°C
Boiling Point: 300.3±42.0 °C(Predicted)
PSA: 23.47000
LogP: 1.79120
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Synthetic route
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(3R, 4S)-trans-3-carbomethoxy-4-(4-fluorophenyl)-N-methyl-piperidine

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Conditions
ConditionsYield
Stage #1: (3R, 4S)-trans-3-carbomethoxy-4-(4-fluorophenyl)-N-methyl-piperidine With lithium aluminium tetrahydride In tetrahydrofuran at -30 - -25℃; for 0.5h;
Stage #2: With water at 25 - 30℃; for 1h;
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(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

Conditions
ConditionsYield
In ethanol; water; toluene
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2,6-dichlorostyrene

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(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

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Conditions
ConditionsYield
With phosphazene base-P4-tert-butyl In hexane; 1,3,5-trimethyl-benzene at 110℃; for 24h; Inert atmosphere;92%
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(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

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Conditions
ConditionsYield
With triethylamine In dichloromethane at -5℃; for 0.166667h;90%
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Sesamol

389573-45-9

(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

(+)-trans-4-(4-fluorophenyl)-1-methyl-3-(3,4-methylenedioxyphenoxymethyl)piperidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium; triethylamine; benzenesulfonyl chloride 1.) toluene, 0 deg C, 72 h, 2.) toluene, 4-methyl-2-pentanol, reflux, 4 h; Multistep reaction;
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4-methoxy-phenol

389573-45-9

(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

(-)-trans-4-(4-fluorophenyl)-3-[(4-methoxyphenoxy)methyl]-1-methylpiperidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium; triethylamine; benzenesulfonyl chloride 1.) toluene, 0 deg C, 72 h, 2.) toluene, 4-methyl-2-pentanol, reflux, 4 h; Multistep reaction;
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(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

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(3R,4S)-3-bromomethyl-4-(4-fluorophenyl)-1-methylpiperidine

Conditions
ConditionsYield
With dibromo sulfoxide In acetonitrile for 1h; Heating;
389573-45-9

(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

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4-(4-fluorophenyl)-1,5-dimethyl-1,2,5,6-tetrahydropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOBr2 / acetonitrile / 1 h / Heating
2: DBU / toluene / 3 h / 120 - 125 °C
3: KF; Al2O3 / 0.5 h / microwave irradiation
View Scheme
389573-45-9

(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

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(4S)-4-(4-fluorophenyl)-1-methyl-3-methylenepiperidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOBr2 / acetonitrile / 1 h / Heating
2: DBU / toluene / 3 h / 120 - 125 °C
View Scheme
389573-45-9

(-)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-N-methyl-piperidine

(+)-trans-4-(4-fluorophenyl)-3-(4-methoxyphenoxymethyl)piperidine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) benzenesulfonyl chloride, triethylamine, 2.) sodium, 3.) hydrochloric acid / 1.) toluene, 0 deg C, 72 h, 2.) toluene, 4-methyl-2-pentanol, reflux, 4 h
2: 1.) BrCN, 2.) LiAlH4
View Scheme
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    China (Mainland)  |  Contact Details

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    Novel is a company focused on the chemicals supply,research and developing,manufacturing ,and sales company in China,we supply the gobal service and supply the new chemicals and te

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     China (Mainland)  |  Contact Details

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