114133-37-8

Basic information

• Product Name: (s)-3-(methylamino)-1-phenylpropanol (114133-37-8)
• Synonyms: (s)-3-(methylamino)-1-phenylpropanol (114133-37-8);(S)-3-(METHYLAMINO)-1-PHENYLPROPANOL;(S)-3-(MethylaMino)-1-phenylpropan-1-ol (S)-N-Methyl-3-ol-3-phenylpropanamine;(S)-N-Methyl-3-phenyl-3-hydroxypropylamine;N-Methyl((S)-3-hydroxy-3-phenylpropyl)amine
• CAS NO: 114133-37-8
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.11
• Mol File: 114133-37-8.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 286.118 °C at 760 mmHg
• Flash Point: 114.753 °C
• Appearance: /
• Density: 1.017
• Vapor Pressure: 0.00126mmHg at 25°C
• Refractive Index: 1.53
• PKA: 14.24±0.20(Predicted)
• CAS DataBase Reference: (s)-3-(methylamino)-1-phenylpropanol (114133-37-8)(CAS DataBase Reference)
• NIST Chemistry Reference: (s)-3-(methylamino)-1-phenylpropanol (114133-37-8)(114133-37-8)
• EPA Substance Registry System: (s)-3-(methylamino)-1-phenylpropanol (114133-37-8)(114133-37-8)

Safety Data

• Hazardous Substances Data: 114133-37-8(Hazardous Substances Data)

Usage

General Description

The chemical (s)-3-(methylamino)-1-phenylpropanol, with the CAS number 114133-37-8, is a compound with a molecular formula of C10H15NO. It belongs to the class of organic compounds known as beta amino alcohols and is commonly used in the synthesis of pharmaceuticals and other organic compounds. This chemical is often used as an intermediate in the production of various drugs, including but not limited to sympathomimetic amines and antiarrhythmic agents. When handled and used properly, it has shown to have minimal health hazards and does not pose significant risks to the environment.

InChI:InChI=1/C10H15NO/c1-11-8-7-10(12)9-5-3-2-4-6-9/h2-6,10-12H,7-8H2,1H3/t10-/m0/s1

Synthetic route

(S)-3-hydroxy-N-methyl-3-phenylpropanamide (76183-10-3, 134619-76-4) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether	98%
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating;	97.6%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 25℃;	90%
With lithium aluminium tetrahydride In tetrahydrofuran for 6h; Reflux;	89%

(1S) 3-phenyl-3-hydroxypropyl methanesulfonate (115290-77-2) + methylamine (74-89-5) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
In tetrahydrofuran; water at 65℃; for 3h;	96%
In tetrahydrofuran; water at 70℃;	93%
In tetrahydrofuran; water at 70℃; for 4h;	90%
In tetrahydrofuran; water at 60 - 65℃; for 4h;	82%

β-Methylaminoethyl phenyl ketone hydrochloride (2538-50-3) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With Rh[((S,S)-BenzP*)(cod)]SbF6; hydrogen; caesium carbonate; zinc(II) chloride In methanol at 20℃; under 19001.3 Torr; for 20h; Autoclave; enantioselective reaction;	92%
With hydrogen; potassium carbonate; [Rh{(SC,RP)-duanphos}(norbornadiene)]SbF6 In methanol at 20℃; under 7500.6 Torr; for 12h;	90%
With [Rh((S,S)-BenzP*)(cod)]SbF6; hydrogen; magnesium sulfate; potassium carbonate In ethyl acetate at 50℃; under 37503.8 Torr; for 1h; enantioselective reaction;	80%

3-(N-methylamino)propiophenone (27152-62-1) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) In acetonitrile at 20℃; for 5h; Solvent; Reagent/catalyst;	89.93%

(S)-N-(ethoxycarbonyl)-3-amino-1-phenyl-1-propanol (502697-61-2) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating;	88%

(S)-(-)-3-iodo-1-phenyl-1-propanol (114133-36-7) + methylamine (74-89-5) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
In tetrahydrofuran; water Ambient temperature;	86%
In tetrahydrofuran Ambient temperature;	85%
In tetrahydrofuran; water for 22h;

(S)-(-)-N-(tert-butoxycarbonyl)-3-amino-1-phenylpropan-1-ol (762273-00-7) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 5.5h; Heating;	78%

3-chloro-1-phenylpropanol (100306-34-1) + methylamine (74-89-5) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With potassium iodide In methanol; water at 80℃; for 8h;	75%
With sodium iodide In water

(6S)-2-((S)-1-triisopropylsilyloxyethyl)-3-methyl-6-phenyl-1,3-oxazinane → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With hydrogenchloride In methanol; water at 90℃; for 1.5h;	67%

((S)-3-Hydroxy-3-phenyl-propyl)-carbamic acid methyl ester → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran Heating; Yield given;
With lithium aluminium tetrahydride

methylamine (74-89-5) + 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate (51699-49-1) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) + (R)-N-methyl-3-phenyl-3-hydroxypropylamine (115290-81-8)

Conditions	Yield
Stage #1: 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate With 3 A molecular sieve; oxygen; (-)-sparteine; palladium diacetate In toluene at 80℃; under 760 Torr; for 36h; Stage #2: methylamine With water In tetrahydrofuran at 65℃;

N-(3-hydroxy-3-phenyl-propyl)-formamide → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 8h; Heating;	4.10 g

ethyl (3R)-3-hydroxy-3-phenylpropionate (33401-74-0) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / tetrahydrofuran; H2O / 70 °C 2: 90 percent / LiAlH4 / tetrahydrofuran / 0 - 25 °C View Scheme
Multi-step reaction with 4 steps 1: 80 percent / LiAlH4 / diethyl ether / Ambient temperature 2: 85 percent / Et3N / diethyl ether / 2 h / 0 °C 3: 90 percent / NaI / acetone / Heating 4: 86 percent / tetrahydrofuran; H2O / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: 80 percent / LiAlH4 / diethyl ether / Ambient temperature 2: 85 percent / Et3N / diethyl ether / 2 h / 0 °C 3: 90 percent / tetrahydrofuran; H2O / 4 h / 70 °C View Scheme

(S)-3-hydroxy-3-phenylpropanenitrile (132203-26-0) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 4 h / 70 °C 2: aq. K2CO3 / CH2Cl2 / 0.5 h / 20 °C 3: 4.10 g / LiAlH4 / tetrahydrofuran / 8 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 85 percent / BH3*SMe2 / tetrahydrofuran / 2 h / Heating 2: 90 percent / K2CO3 / CH2Cl2; H2O / 0.58 h / 20 °C 3: 88 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating View Scheme
Multi-step reaction with 3 steps 1: BH3*SMe2 / tetrahydrofuran / 2.5 h / Heating 3: LAH View Scheme

(1S)-3-amino-1-phenyl-1-propanol (130194-42-2) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. K2CO3 / CH2Cl2 / 0.5 h / 20 °C 2: 4.10 g / LiAlH4 / tetrahydrofuran / 8 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 90 percent / K2CO3 / CH2Cl2; H2O / 0.58 h / 20 °C 2: 88 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating View Scheme
Multi-step reaction with 2 steps 2: LAH View Scheme
Multi-step reaction with 2 steps 1: NaHCO3 2: LiAlH4 / tetrahydrofuran / Heating View Scheme

acetophenone (98-86-2) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: HCl / ethanol / 110 °C 2: 90 percent / hydrogen; K2CO3 / [Rh{(SC,RP)-duanphos}(norbornadiene)]SbF6 / methanol / 12 h / 20 °C / 7500.6 Torr View Scheme
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / ethanol / 20 h / 110 °C 2: Rh[((S,S)-BenzP*)(cod)]SbF6; zinc(II) chloride; caesium carbonate; hydrogen / methanol / 20 h / 20 °C / 19001.3 Torr / Autoclave View Scheme

butyric acid 2-ethoxycarbonyl-1-phenyl-ethyl ester (118856-08-9) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: Candida rugosa lipase; MgCl2 / H2O; diisopropyl ether / 24 h / 30 °C 2: 95 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C 3: 85 percent / Et3N / diethyl ether / 3 h / -10 - 0 °C / cooling 4: 82 percent / tetrahydrofuran; H2O / 4 h / 60 - 65 °C View Scheme

(3S) ethyl β-butyryloxy-β-phenyl propionate (838841-85-3) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C 2: 85 percent / Et3N / diethyl ether / 3 h / -10 - 0 °C / cooling 3: 82 percent / tetrahydrofuran; H2O / 4 h / 60 - 65 °C View Scheme

Ethyl 3-hydroxy-3-phenylpropanoate (5764-85-2) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: DCC; 4-(dimethylamino)pyridine / CH2Cl2 / 20 °C 2: Candida rugosa lipase; MgCl2 / H2O; diisopropyl ether / 24 h / 30 °C 3: 95 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C 4: 85 percent / Et3N / diethyl ether / 3 h / -10 - 0 °C / cooling 5: 82 percent / tetrahydrofuran; H2O / 4 h / 60 - 65 °C View Scheme
Multi-step reaction with 3 steps 1.1: 85 percent / lithium aluminum hydride / tetrahydrofuran / 2 h 2.1: 95 percent / Et3N / CH2Cl2 / 0 h / -10 °C 3.1: O2; (-)-sparteine; 3 Angstroem sieves / Pd(OAc)2 / toluene / 36 h / 80 °C / 760 Torr 3.2: H2O / tetrahydrofuran / 65 °C View Scheme

(S)-3-phenyl-1,3-propanediol (96854-34-1) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / Et3N / diethyl ether / 3 h / -10 - 0 °C / cooling 2: 82 percent / tetrahydrofuran; H2O / 4 h / 60 - 65 °C View Scheme
Multi-step reaction with 3 steps 1: 85 percent / Et3N / diethyl ether / 2 h / 0 °C 2: 90 percent / NaI / acetone / Heating 3: 86 percent / tetrahydrofuran; H2O / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 85 percent / Et3N / diethyl ether / 2 h / 0 °C 2: 90 percent / tetrahydrofuran; H2O / 4 h / 70 °C View Scheme

benzaldehyde (100-52-7) + SASRIN-maleidobenzoic acid resin → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C 1.2: tetrahydrofuran; hexane / 1 h / -78 °C 2.1: DCC; 4-(dimethylamino)pyridine / CH2Cl2 / 20 °C 3.1: Candida rugosa lipase; MgCl2 / H2O; diisopropyl ether / 24 h / 30 °C 4.1: 95 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C 5.1: 85 percent / Et3N / diethyl ether / 3 h / -10 - 0 °C / cooling 6.1: 82 percent / tetrahydrofuran; H2O / 4 h / 60 - 65 °C View Scheme

(6S)-2-((S)-1-triisopropylsilyloxyethyl)-3-methyl-6-phenyl-1,3-oxazinan-4-one → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: diphenyl silane / tris(triphenylphosphine)rhodium(I) carbonyl hydride / tetrahydrofuran / 15 h / 20 °C 2: 67 percent / HCl / methanol; H2O / 1.5 h / 90 °C View Scheme

3-hydroxy-3-phenylpropanenitrile (73627-97-1, 121617-17-2, 132203-26-0, 17190-29-3) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: LiAlH4 / tetrahydrofuran / 5 h / Heating 2: 41 percent / Et3N / CH2Cl2 / 2 h / 23 °C 3: (-)-sparteine; O2; Molecular sieves 3A / Pd(nbd)Cl2 / toluene / 24 h / 80 °C / 760.05 Torr 4: 78 percent / LiAlH4 / tetrahydrofuran / 5.5 h / Heating View Scheme
Multi-step reaction with 3 steps 1: hydrogen, NH3 / Raney Ni / ethanol / 90 °C / p(NH3) = 30 psi and p(H2) = 170 psi 2: NaHCO3 3: LiAlH4 / tetrahydrofuran / Heating View Scheme

3-amino-1-phenylpropan-1-ol (5053-63-4) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: 41 percent / Et3N / CH2Cl2 / 2 h / 23 °C 2: (-)-sparteine; O2; Molecular sieves 3A / Pd(nbd)Cl2 / toluene / 24 h / 80 °C / 760.05 Torr 3: 78 percent / LiAlH4 / tetrahydrofuran / 5.5 h / Heating View Scheme

(3-oxo-3-phenylpropyl)carbamic acid tert-butyl ester (333387-97-6) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / NaBH4 / ethanol / 3 h / 0 - 23 °C 2: (-)-sparteine; O2; Molecular sieves 3A / Pd(nbd)Cl2 / toluene / 24 h / 80 °C / 760.05 Torr 3: 78 percent / LiAlH4 / tetrahydrofuran / 5.5 h / Heating View Scheme

(+/-)-N-(tert-butoxycarbonyl)-3-amino-1-phenylpropan-1-ol (257892-43-6) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: (-)-sparteine; O2; Molecular sieves 3A / Pd(nbd)Cl2 / toluene / 24 h / 80 °C / 760.05 Torr 2: 78 percent / LiAlH4 / tetrahydrofuran / 5.5 h / Heating View Scheme

1-phenyl-1,3-propanediol (4850-49-1) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 95 percent / Et3N / CH2Cl2 / 0 h / -10 °C 2.1: O2; (-)-sparteine; 3 Angstroem sieves / Pd(OAc)2 / toluene / 36 h / 80 °C / 760 Torr 2.2: H2O / tetrahydrofuran / 65 °C View Scheme

(R)-Styrene oxide (20780-53-4) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: 85.2 percent / Et3N / tetrahydrofuran / 18 h / Heating 2: BH3*SMe2 / tetrahydrofuran / 2.5 h / Heating 4: LAH View Scheme

3-chloro-1-phenylpropanol (100306-34-1) → (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / NaI / acetone / Heating 2: 85 percent / tetrahydrofuran / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: sodium iodide / acetone / 17 h / Reflux 2: water; tetrahydrofuran / 22 h View Scheme

hydrogenchloride (7647-01-0) + (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) → (-)-N-tert-butoxycarbonyl-N-methyl-3-phenyl-3-hydroxypropylamine (134619-77-5)

Conditions	Yield
With triethylamine In tetrahydrofuran; ethyl acetate	97%

di-tert-butyl dicarbonate (24424-99-5) + (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) → (-)-N-tert-butoxycarbonyl-N-methyl-3-phenyl-3-hydroxypropylamine (134619-77-5)

Conditions	Yield
In dichloromethane	95%
In dichloromethane for 2h; Heating;	95%
In tetrahydrofuran at 0 - 20℃;	57%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 22h;

4-Fluorobenzotrifluoride (402-44-8) + (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) → (S)-fluoxetine (100568-02-3)

Conditions	Yield
Stage #1: (S)-N-methyl-3-amino-1-phenyl-1-propanol With sodium hydride In N,N-dimethyl acetamide; paraffin oil at 90℃; for 0.5h; Inert atmosphere; Stage #2: 4-Fluorobenzotrifluoride In N,N-dimethyl acetamide; paraffin oil at 100℃; for 5h; Inert atmosphere;	91%
With sodium hydride 1.) dimethylacetamide, 70 deg C, 30 min; 2) dimethylacetamide, 93 deg C, 2.25 h; Yield given. Multistep reaction;

(S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) + 4-chlorobenzotrifluoride (98-56-6) → (S)-fluoxetine hydrochloride (114247-06-2)

Conditions	Yield
Stage #1: (S)-N-methyl-3-amino-1-phenyl-1-propanol With sodium hydride In dimethyl sulfoxide at 70℃; for 0.5h; Stage #2: 4-chlorobenzotrifluoride In dimethyl sulfoxide at 90℃; for 2h;	90%
With hydrogenchloride; sodium hydride 1) DMAC 2) EtOH; Multistep reaction;
1) DMSO, 50 deg C, 20 min, 2) DMSO, 90 deg C, 40 min; Yield given. Multistep reaction;
With hydrogenchloride; N,N-dimethyl acetamide; sodium hydride Yield given;

(S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) + 4-chlorobenzotrifluoride (98-56-6) → (S)-fluoxetine (100568-02-3)

Conditions	Yield
With sodium hydride In dimethyl sulfoxide at 90 - 100℃; for 1.5h;	84%
With sodium hydride In dimethyl sulfoxide at 90 - 100℃; for 1h;	71%
With sodium hydride 1.) N,N-dimethylacetamid (DMAC), 90 deg C, 2.) 100-105 deg C; Yield given. Multistep reaction;

(S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) + ortho-cresol (95-48-7) → (R)-tomoxetine (105314-52-1, 105314-53-2, 63940-51-2, 83015-26-3)

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In toluene at 120℃; for 2h; Solvent; Reagent/catalyst; Temperature; Mitsunobu Displacement;	79.45%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 12h;	67%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu Displacement;

2-Fluorotoluene (95-52-3) + (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) → rac-tomoxetine hydrochloride

Conditions	Yield
With sodium hydride 1) DMSO, 2) DMSO; Yield given. Multistep reaction;

2-methylchlorobenzene (95-49-8) + (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) → (S)-N-methyl-3-(2-methylphenoxy)-3-phenyl-1-propanamine (105314-53-2)

Conditions	Yield
With 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride Multistep reaction;

2-Chloroanisole (766-51-8) + (S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) → (S)-N-methyl-3-(2-methoxyphenoxy)-3-phenyl-1-propanamine (112066-66-7)

Conditions	Yield
With 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride Multistep reaction;

(S)-N-methyl-3-amino-1-phenyl-1-propanol (114133-37-8) + 4-chlorobenzotrifluoride (98-56-6) → (R)-fluoxetine (54910-89-3, 57226-07-0, 100568-02-3, 100568-03-4) + (S)-fluoxetine (100568-02-3)

Conditions	Yield
With sodium hydride In N,N-dimethyl acetamide Title compound not separated from byproducts.;

Upstream product

• 100306-34-1 3-chloro-1-phenylpropanol 
• 74-89-5 methylamine 
• 114133-36-7 (S)-(-)-3-iodo-1-phenyl-1-propanol 
• 115290-77-2 (1S) 3-phenyl-3-hydroxypropyl methanesulfonate 
• 130194-42-2 (1S)-3-amino-1-phenyl-1-propanol 
• 132203-26-0 (S)-3-hydroxy-3-phenylpropanenitrile 
• 33401-74-0 ethyl (3R)-3-hydroxy-3-phenylpropionate 
• 762273-00-7 (S)-(-)-N-(tert-butoxycarbonyl)-3-amino-1-phenylpropan-1-ol 
• 502697-61-2 (S)-N-(ethoxycarbonyl)-3-amino-1-phenyl-1-propanol 
• 51699-49-1 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate 
• 76183-10-3 (S)-3-hydroxy-N-methyl-3-phenylpropanamide 
• 838841-85-3 (3S) ethyl β-butyryloxy-β-phenyl propionate 
• 118856-08-9 butyric acid 2-ethoxycarbonyl-1-phenyl-ethyl ester 
• 98-86-2 acetophenone 

Downstream Products

• 82857-40-7 rac-tomoxetine hydrochloride 
• 100568-02-3 (S)-fluoxetine 
• 54910-89-3 (R)-fluoxetine 
• 105314-52-1 (R)-tomoxetine 
• 112066-67-8 (R)-N-methyl-3-(2-methoxyphenoxy)-3-phenyl-1-propanamine 
• 1615654-47-1 (R)-2-[4-[3-(methylamino)-1-phenylpropoxy]phenyl]ethanol 
• 1615654-08-4 (R)-2-[4-[3-(methylamino)-1-phenylpropoxy]phenyl]ethanol hydrochloride 
• 126924-38-7 (S)-norfluoxetine 
• 114247-06-2 (S)-fluoxetine hydrochloride 
• 82248-59-7 atomoxetine hydrochloride 
• 114247-09-5 (R)-fluoxetine hydrochloride 
• 134619-79-7 (+)-N-tert-butoxycarbonyl-N-methyl-3-phenyl-3-<4-(trifluoromethyl)phenoxy>propanamine 
• 134619-78-6 (-)-N-tert-butoxycarbonyl-N-methyl-3-phenyl-3-(2-methylphenoxy)propanamine 
• 112066-66-7 (S)-N-methyl-3-(2-methoxyphenoxy)-3-phenyl-1-propanamine 

Relevant articles and documents

Pd-catalyzed kinetic resolution of benzylic alcohols: A practical synthesis of (R)-tomoxetine and (S)-fluoxetine hydrochlorides

A convenient synthetic route to (R)-tomoxetine hydrochloride (90% ee) and (S)-fluoxetine hydrochloride (84% ee) is described. (S)-3-Phenyl-3-hydroxypropyl p-toluenesulphonate, the key intermediate, is obtained by the oxidative kinetic resolution of the corresponding racemic 3-phenyl-3-hydroxypropyl p-toluenesulphonate using (-)-sparteine/Pd(II)/O2 (1 atm) catalytic system.

Method for preparation of optically active 3-amino-arylpropan-1-ol derivatives from 3-chloro-1-arylpropan-1-ol derivatives

The present invention relates to a method for preparing an optically active 3-amino-1-arylpropan-1-ol derivative, including the step of making an optically active 3-chloro-1-arylpropan-1-ol compound react with an amine derivative. The method according to the present invention allows direct amination of an optically active 3-chloro-1-arylpropan-1-ol derivative through a single-step reaction. Thus, it is possible to provide a compound functioning as a key intermediate of various optically active molecules through a simple process with high yield, while maintaining the optical purity of the reactant. Therefore, the method may be used for preparing medicines, such as (S)-Duloxetin, (R)-Fluoxetine, (R)- Tomoxetine or (R)- Nisoxetine, with high optical purity by combining the method for preparing an optically active 3-chloro-1-arylpropan-1-ol derivative as a reactant of the method with an additional substitution reaction.(AA) Tomoxetine(BB) Fluoxetine(CC) 3-amino-1-propanol(DD) Nisoxetine(EE) DuloxetineCOPYRIGHT KIPO 2016

HYDROXY ALIPHATIC SUBSTITUTED PHENYL AMINOALKYL ETHER DERIVATIVES

New hydroxy aliphatic substituted phenyl aminoalkyl ether compounds of formula (I), compositions thereof and their use as a medicament in the treatment of nervous system diseases and/or the treatment of developmental, behavioral and/or mental disorders associated with cognitive deficits.