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132335-44-5

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Basic Information
CAS No.: 132335-44-5
Name: (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine
Article Data: 47
Molecular Structure:
Molecular Structure of 132335-44-5 ((S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine)
Formula: C9H15NOS
Molecular Weight: 185.29
Synonyms: 2-Thiophenemethanol,a-[2-(dimethylamino)ethyl]-, (S)-;(1S)-3-(Dimethylamino)-1-(2-thienyl)-1-propanol;
EINECS: 603-565-7
Density: 1.111 g/cm3
Melting Point: 78-80 °C
Boiling Point: 290.119 °C at 760 mmHg
Flash Point: 129.259 °C
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 51.71000
LogP: 1.73320
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Synthetic route
287737-72-8

(S)-N,N-dimethyl-N-[3-hydroxy-3-(2-thienyl)propyl]-ammonium (S)-mandelate

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
With sodium hydroxide In water for 0.5h; pH=11 - 12;95%
With ammonium hydroxide In tert-butyl methyl ether92.1%
With sodium hydroxide In tert-butyl methyl ether; water at 20℃; for 0.5h; pH=9;
5424-47-5

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; Rhodosporidium toruloides carbonyl reductase 9 from Escherichia coli; NADPH; sodium hydroxide In aq. phosphate buffer at 30℃; for 4h; pH=7; Kinetics; Temperature; Enzymatic reaction; enantioselective reaction;92.1%
With hydrogen; sodium hydrogencarbonate; (2R,4R)-4-(dicyclohexylphosphino)-2-(diphenylphosphino-methyl)-N-methyl-aminocarbonyl-pyrrolidine; di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium In methanol; water at 30℃; under 75007.5 Torr; for 20h;
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; sodium hydroxide / water / 7 h / 20 - 71 °C
2: toluene / 0.5 h / 80 °C
3: sodium hydroxide / water
View Scheme
13636-02-7, 132335-44-5, 132335-49-0

3-(N,N-dimethylamino)-1-(thien-2-yl)propan-1-ol

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
Stage #1: 3-(N,N-dimethylamino)-1-(thien-2-yl)propan-1-ol With tert-butyl methyl ether; (S)-Mandelic acid
Stage #2: With sodium hydroxide		92%
With (S)-Mandelic acid In methanol; toluene at 20 - 95℃; for 1.5h; pH=1 - 12;34%
Multi-step reaction with 2 steps
1: toluene / 0.5 h / 80 °C
2: sodium hydroxide / water
View Scheme

tri(3-dimethylamino-1-(thiophen-2-yl)propyl)borate

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
With methanol at 80℃; for 20h; Concentration;92%
124-40-3

dimethyl amine

164071-56-1

(S)-3-chloro-1-(thiophen-2-yl)propan-1-ol

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
With potassium iodide In methanol; water at 80℃; for 8h;89%
13196-35-5

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
With potassium tert-butylate; hydrogen; RuCl2[(R)-(DM-BINAP)][(R)-DAIPEN] In isopropyl alcohol; tert-butyl alcohol at 28℃; for 6h;80%
With hydrogen; (2R,2'R)-bis(diphenylphosphino)-(1R,1'R)-dicyclopentane; 1,1-dimethylethylenediamine; [RuCl2(dmf)n]; sodium t-butanolate In ethanol; dichloromethane at 20℃; under 5320 Torr; for 15h;
With RuCl2(1,1'-bis(diphenyphosphino)ferrocene)[(1S,1'S)-6,6'-dibromo-1,1'-biisoindoline]; potassium tert-butylate; hydrogen In propan-1-ol at 20℃; under 38002.6 Torr; for 30h; Inert atmosphere; Autoclave; optical yield given as %ee; enantioselective reaction;

C11H17NO2S

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphoric acid / water / 18 h / 40 - 45 °C
2: ethanol; tert-butyl methyl ether / 50 °C
3: ammonium hydroxide / tert-butyl methyl ether
View Scheme

(S)-N,N-dimethyl-3-(p-nitrobenzoate)-3-(thiophen-2-yl)propylamine

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
In methanol at 20℃; for 2h; Alkaline conditions;26.4 g

(S)-N,N-dimethyl-3-hydroxy-3-(thiophen-2-yl)propylamine mandelate

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
With water; sodium hydroxide30.2 g
34772-98-0

3-dimethylamino-1-thiophen-2-ylpropenone

132335-44-5

(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / Reflux
2: ethanol; tert-butyl methyl ether / 1 h / Reflux
3: sodium hydroxide / water / 0.5 h / pH 11 - 12
View Scheme
Raw Materials
13636-02-7
13196-35-5
5424-47-5
132335-49-0
287737-72-8
88-15-3
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Chemistry

Molecule structure of (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine (CAS NO.132335-44-5):

Molecular Weight: 185.2865 g/mol
Molecular Formula: C9H15NOS 
Density: 1.111 g/cm3 
Melting Point: 78-80 °C
Boiling Point: 290.119 °C at 760 mmHg 
Flash Point: 129.259 °C
Index of Refraction: 1.553
Molar Refractivity: 53.344 cm3
Molar Volume: 166.758 cm3
Polarizability: 21.147×10-24 cm3
Surface Tension: 43.177 dyne/cm 
Enthalpy of Vaporization: 55.918 kJ/mol
Vapour Pressure: 0.001 mmHg at 25 °C 
InChI: InChI=1/C9H15NOS/c1-10(2)6-5-8(11)9-4-3-7-12-9/h3-4,7-8,11H,5-6H2,1-2H3/t8-/m0/s1 Copy
InChIKey: XWCNSHMHUZCRLN-QMMMGPOBBC 
Product Categories of (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine (CAS NO.132335-44-5): Chemical intermediate for Duloxetine Hydrochloride

Specification

 (S)-(-)-N,N-Dimethyl-3-hydroxy-3-(2-thienyl)propanamine (CAS NO.132335-44-5) is also named as (1S)-3-(Dimethylamino)-1-(2-thienyl)-1-propanol ; (1S)-3-(Dimethylamino)-1-(2-thienyl)propan-1-ol ; (1S)-3-(dimethylamino)-1-(thiophen-2-yl)propan-1-ol ; 2-thiophenemethanol, alpha-[2-(dimethylamino)ethyl]-, (alphaS)- .