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CAS No.: | 132335-47-8 |
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Name: | S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C19H21NOS.C2H2O4 |
Molecular Weight: | 401.483 |
Synonyms: | (S)-(+)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)-propanamine oxalate;S(+)-N,N-Dimenthyl-3-(1-Naphthalenyloxy)-3-(2-thienyl)-1-propanamine oxalate;S-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)-1-propanamine oxalate;(s)-(+)-n,n-dimethyl-3-naphthoxy-(2-thienyl)-propanamine Oxalate;S-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)-propanamine oxalate; |
EINECS: | 603-567-8 |
Density: | 1.146 g/cm3 |
Boiling Point: | 459.7 °C at 760 mmHg |
Flash Point: | 231.8 °C |
PSA: | 115.31000 |
LogP: | 4.12870 |
oxalic acid
N-methyl-(S)-duloxetine
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
In Isopropyl acetate; water at 20℃; for 21h; Product distribution / selectivity; | 84.2% |
In Isopropyl acetate; isopropyl alcohol at 20℃; for 2h; Product distribution / selectivity; | 78.6% |
In methanol; Isopropyl acetate at 20℃; for 16h; Product distribution / selectivity; | 78.9% |
1-Fluoronaphthalene
oxalic acid
α-[2-(dimethylamino)ethyl](thiophene-2-yl)methanol
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
Stage #1: oxalic acid; α-[2-(dimethylamino)ethyl](thiophene-2-yl)methanol With sodium hydride In N,N-dimethyl acetamide at 70℃; for 0.333333h; Stage #2: 1-Fluoronaphthalene In N,N-dimethyl acetamide at 110℃; for 1h; | 75.6% |
1-Fluoronaphthalene
oxalic acid
(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
Stage #1: 1-Fluoronaphthalene; (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide at 50 - 65℃; Stage #2: oxalic acid In toluene at 55 - 60℃; for 1h; optical yield given as %ee; enantioselective reaction; | 59.9% |
Stage #1: 1-Fluoronaphthalene; (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol With potassium tert-butylate at 90 - 100℃; Stage #2: oxalic acid In methanol at 0 - 30℃; |
1-Fluoronaphthalene
(S)-3-dimethylamino-1-(2-thienyl)propan-1-ol
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
With sodium hydride 1) DMSO, 25 deg C, 25 min 2) 48-72 h, 45-50 deg C; Yield given. Multistep reaction; |
2-Acetylthiophene
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 91 percent / 12N HCl / ethanol / 24 h / Heating 2: LiAlH4, (2R,3S)-(+)-4-dimethylamino-1,2-diphenyl-3-methyl-2-butanol / tetrahydrofuran; toluene / 16 h / -70 °C 3: 1) NaH / 1) DMSO, 25 deg C, 25 min 2) 48-72 h, 45-50 deg C View Scheme |
3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4, (2R,3S)-(+)-4-dimethylamino-1,2-diphenyl-3-methyl-2-butanol / tetrahydrofuran; toluene / 16 h / -70 °C 2: 1) NaH / 1) DMSO, 25 deg C, 25 min 2) 48-72 h, 45-50 deg C View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydroxide; sodium tetrahydroborate / water; methanol / 2 h / 35 - 40 °C 2.1: sodium hydride / dimethyl sulfoxide / 20 °C 2.2: 48 - 50 °C 2.3: 5 h / 20 °C View Scheme |
oxalic acid
N,N-dimethylamino-3-(1-naphthanyloxy)-3-(2-thienyl)-1-propanamine
A
(R)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine oxalate
B
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 1h; |
oxalic acid
(R)-(-)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propylamine
N-methyl-(S)-duloxetine
A
(R)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine oxalate
B
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 1h; |
1-Fluoronaphthalene
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
With oxalic acid In ISOPROPYLAMIDE; water; (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol; ethyl acetate; mineral oil | 3.5 g (80 %) |
3-(N,N-dimethylamino)-1-(thien-2-yl)propan-1-ol
1-Fluoronaphthalene
oxalic acid
(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate
Conditions | Yield |
---|---|
Stage #1: 3-(N,N-dimethylamino)-1-(thien-2-yl)propan-1-ol With sodium hydride In dimethyl sulfoxide at 20℃; Stage #2: 1-Fluoronaphthalene In dimethyl sulfoxide at 48 - 50℃; Stage #3: oxalic acid In ethyl acetate at 20℃; for 5h; |
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Molecule structure of S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate (CAS NO.132335-47-8):
Molecular Weight: 401.48 g/mol
Molecular Formula: C19H21NOS.C2H2O4
Density: 1.146 g/cm3
Boiling Point: 459.744 °C at 760 mmHg
Flash Point: 231.845 °C
Index of Refraction: 1.624
Molar Refractivity: 95.901 cm3
Molar Volume: 271.761 cm3
Surface Tension: 45.695 dyne/cm
Enthalpy of Vaporization: 72.029 kJ/mol
InChI: InChI=1/C19H21NOS/c1-20(2)13-12-18(19-11-6-14-22-19)21-17-10-5-8-15-7-3-4-9-16(15)17/h3-1,14,18H,12-13H2,1-2H3/t18-/m0/s1
InChIKey of S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate (CAS NO.132335-47-8): JFTURWWGPMTABQ-SFHVURJKBY
S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate (CAS NO.132335-47-8) is also named as S-(+)-n,n-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)-1-propanamine oxalate ; (S)-N,N-Dimethyl-g-(1-naphthalenyloxy)-2-thiophenepropanamine ethanedioate (1:1) ; S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate ; (S)-(+)-N,N-Dimethyl-3-(1-Naphthalenyloxy)-3-(2-Thinyl)Propanamine Oxalate ; (S)-(+)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)-propanamine oxalate.