Product Name

  • Name

    (R)-(+)-3-(N-METHYLAMINO)-1-(2-THIENYL)-1-PROPANOL

  • EINECS 171.26
  • CAS No. 116539-57-2
  • Article Data18
  • CAS DataBase
  • Density 1.128
  • Solubility
  • Melting Point
  • Formula C8H13NOS
  • Boiling Point 294.3±35.0 °C(Predicted)
  • Molecular Weight 171.263
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 116539-57-2 ((R)-(+)-3-(N-METHYLAMINO)-1-(2-THIENYL)-1-PROPANOL)
  • Hazard Symbols
  • Synonyms (R)-(+)-3-(N-METHYLAMINO)-1-(2-THIENYL)-1-PROPANOL;(1R)-3-(Methylamino)-1-(2-thienyl)-1-propanol;(R)-3-Methylamino-1-(2-thienyl)-1-propanol;N-Methyl[(R)-3-hydroxy-3-(2-thienyl)propyl]amine;(R)-3-(Methylamino)-1-(thiophen-2-yl)propan-1-ol
  • PSA 60.50000
  • LogP 1.78190

Synthetic route

N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride

N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With hydrogen; potassium carbonate; [Rh{(RC,SP)-duanphos}(norbornadiene)]SbF6 In methanol at 20℃; under 7500.6 Torr; for 12h;93%
(R)-(3-hydroxy-3-thiophen-2-yl-propyl)carbamic acid ethyl ester
597581-30-1

(R)-(3-hydroxy-3-thiophen-2-yl-propyl)carbamic acid ethyl ester

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 1.5h; Heating;88%
With lithium aluminium tetrahydride In tetrahydrofuran for 14h; Reflux;87%
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating;
N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride

N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride

A

(S)-3-methylamino-1-(2-thienyl)-1-propanol
116539-55-0

(S)-3-methylamino-1-(2-thienyl)-1-propanol

B

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride Product distribution / selectivity;A 74%
B n/a
With hydrogen; sodium methylate; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (S)-(-)-(6,6’-dimethoxybiphenyl-2,2’-diyl)bis(diphenylphosphine) In methanol at 30 - 50℃; under 22502.3 Torr; for 24h; Product distribution / selectivity;A 12.7 - 20.4 %Chromat.
B n/a
With hydrogen; sodium methylate; ethyl acetoacetate; [(12aS)-6,7-dihudrodibenzo[e,g][1,4]dioxocin-1,12-diyl]bis[diphenylphosphine]; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate In methanol at 50℃; under 22502.3 Torr; for 24h; Product distribution / selectivity;A 6.2 %Chromat.
B n/a
With hydrogen; [(12aS)-6,7-dihudrodibenzo[e,g][1,4]dioxocin-1,12-diyl]bis[diphenylphosphine]; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In methanol at 50℃; under 22502.3 Torr; for 24h; Product distribution / selectivity;A 11.6 %Chromat.
B n/a
With hydrogen; [(12aS)-6,7-dihudrodibenzo[e,g][1,4]dioxocin-1,12-diyl]bis[diphenylphosphine]; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate In methanol at 50℃; under 22502.3 Torr; for 24h; Product distribution / selectivity;A 4 %Chromat.
B n/a
(R)-3-chloro-1-thiophenyl-2-yl-propan-1-ol
164071-55-0

(R)-3-chloro-1-thiophenyl-2-yl-propan-1-ol

methylamine
74-89-5

methylamine

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
In ethanol at 90℃; Sealed tube;62%
In ethanol; water at 130℃; for 1h; Sealed tube;55%
In ethanol at 90℃; Sealed tube;41%
In ethanol at 90℃; Sealed tube;41%
N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride

N-methyl-3-(thien-2-yl)-3-morpholino-propylamine hydrochloride

(1S,2R)-1-amino-2-indanol
7480-35-5, 13286-59-4, 74165-73-4, 126456-43-7, 136030-00-7, 140632-19-5, 140632-20-8

(1S,2R)-1-amino-2-indanol

A

(S)-3-methylamino-1-(2-thienyl)-1-propanol
116539-55-0

(S)-3-methylamino-1-(2-thienyl)-1-propanol

B

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With sodium hydroxide; (p-cymene)-ruthenium(II) chloride dimer In isopropyl alcohol at 20 - 85℃; for 5h;A 39%
B n/a
...Expand
3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-56-1

3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

A

(S)-3-methylamino-1-(2-thienyl)-1-propanol
116539-55-0

(S)-3-methylamino-1-(2-thienyl)-1-propanol

B

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With (S)-Mandelic acid In water at 29 - 50℃;A 27%
B n/a
With diethylamine In ethanol; n-heptane Resolution of racemate;
(2R,6R)-2-[(S)-1-triisopropylsilyloxyethyl]-3-methyl-6-(thiophen-2-yl)-1,3-oxazinane
919530-16-8

(2R,6R)-2-[(S)-1-triisopropylsilyloxyethyl]-3-methyl-6-(thiophen-2-yl)-1,3-oxazinane

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 4h;
(2R,6R)-2-[(S)-1-triisopropylsilyloxyethyl]-6-(thiophen-2-yl)-[1,3]oxazinan-4-one
919530-11-3

(2R,6R)-2-[(S)-1-triisopropylsilyloxyethyl]-6-(thiophen-2-yl)-[1,3]oxazinan-4-one

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: LiHMDS / tetrahydrofuran / 0 - 20 °C
2: Ph2SiH2 / RhH(CO)(PPh3)3 / tetrahydrofuran / 15 h / 20 °C
3: HCl / H2O; tetrahydrofuran / 4 h / 20 °C
View Scheme
(2R,6R)-N-methyl-2-[(S)-1-triisopropylsilyloxyethyl]-6-(thiophen-2-yl)-[1,3]oxazinan-4-one
919530-13-5

(2R,6R)-N-methyl-2-[(S)-1-triisopropylsilyloxyethyl]-6-(thiophen-2-yl)-[1,3]oxazinan-4-one

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Ph2SiH2 / RhH(CO)(PPh3)3 / tetrahydrofuran / 15 h / 20 °C
2: HCl / H2O; tetrahydrofuran / 4 h / 20 °C
View Scheme
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

polymer-bound-N-(3-(4-bromophenyl)-3-oxopropanamide)

polymer-bound-N-(3-(4-bromophenyl)-3-oxopropanamide)

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 54 percent / BF3*Et2O / CH2Cl2 / -78 - 20 °C
2: aluminum amalgam / propan-2-ol
3: LiHMDS / tetrahydrofuran / 0 - 20 °C
4: Ph2SiH2 / RhH(CO)(PPh3)3 / tetrahydrofuran / 15 h / 20 °C
5: HCl / H2O; tetrahydrofuran / 4 h / 20 °C
View Scheme
(2R,5R,6R)-2-[(S)-1-triisopropylsilyloxyethyl]-6-(thiophen-2-yl)-5-phenylthio-[1,3]oxazinan-4-one
919530-02-2

(2R,5R,6R)-2-[(S)-1-triisopropylsilyloxyethyl]-6-(thiophen-2-yl)-5-phenylthio-[1,3]oxazinan-4-one

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aluminum amalgam / propan-2-ol
2: LiHMDS / tetrahydrofuran / 0 - 20 °C
3: Ph2SiH2 / RhH(CO)(PPh3)3 / tetrahydrofuran / 15 h / 20 °C
4: HCl / H2O; tetrahydrofuran / 4 h / 20 °C
View Scheme
2-Acetylthiophene
88-15-3

2-Acetylthiophene

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / ethanol / 110 °C
2: 93 percent / hydrogen; K2CO3 / [Rh{(RC,SP)-duanphos}(norbornadiene)]SbF6 / methanol / 12 h / 20 °C / 7500.6 Torr
View Scheme
2-Thenoylacetonitrile
33898-90-7

2-Thenoylacetonitrile

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: borane-dimethylsulfide complex; polymer-supported chiral sulfonamide / tetrahydrofuran / Heating
2: sodium hydrogen carbonate / CH2Cl2; H2O / 2 h / 20 °C
3: lithium aluminum hydride / tetrahydrofuran / 2 h / Heating
View Scheme
(R)-3-amino-1-(thiophen-2-yl)propan-1-ol
858130-53-7

(R)-3-amino-1-(thiophen-2-yl)propan-1-ol

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogen carbonate / CH2Cl2; H2O / 2 h / 20 °C
2: lithium aluminum hydride / tetrahydrofuran / 2 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: K2CO3 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
2: 88 percent / LAH / tetrahydrofuran / 1.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / dichloromethane; water / 1 h
2: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
2-chloro-1-(thiophen-2-yl)ethanone
29683-77-0

2-chloro-1-(thiophen-2-yl)ethanone

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 90 percent / NaBH4 / methanol / 0.5 h / 20 °C
2: 77 percent / methanol; H2O / 4 h / 20 °C
3: 43 percent / immobilised lipase from Pseudomonas cepacia; phosphate buffer / diisopropyl ether / 14 h / pH 7.2
4: BH3*Me2S / tetrahydrofuran / 2 h / Heating
5: K2CO3 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
6: 88 percent / LAH / tetrahydrofuran / 1.5 h / Heating
View Scheme
2-(1-hydroxy-2-chloroethyl)-thiophene
49703-01-7

2-(1-hydroxy-2-chloroethyl)-thiophene

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 77 percent / methanol; H2O / 4 h / 20 °C
2: 43 percent / immobilised lipase from Pseudomonas cepacia; phosphate buffer / diisopropyl ether / 14 h / pH 7.2
3: BH3*Me2S / tetrahydrofuran / 2 h / Heating
4: K2CO3 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
5: 88 percent / LAH / tetrahydrofuran / 1.5 h / Heating
View Scheme
(±)-3-hydroxy-3-(thiophen-2-yl)propanenitrile
235085-83-3

(±)-3-hydroxy-3-(thiophen-2-yl)propanenitrile

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 43 percent / immobilised lipase from Pseudomonas cepacia; phosphate buffer / diisopropyl ether / 14 h / pH 7.2
2: BH3*Me2S / tetrahydrofuran / 2 h / Heating
3: K2CO3 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
4: 88 percent / LAH / tetrahydrofuran / 1.5 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: Candida antarctica lipase B-W104A; sodium carbonate / toluene / 24 h / 50 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
2: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
3: sodium hydrogencarbonate / dichloromethane; water / 1 h
4: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: Candida antarctica lipase B; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate / tetrahydrofuran; toluene / 25 h / 50 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
2: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
3: sodium hydrogencarbonate / dichloromethane; water / 1 h
4: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: Candida antarctica lipase B; sodium carbonate / toluene / 4 h / 80 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
2: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
3: sodium hydrogencarbonate / dichloromethane; water / 1 h
4: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
(R)-1-hydroxy-3-(thiophen-2-yl)propanenitrile
524047-48-1

(R)-1-hydroxy-3-(thiophen-2-yl)propanenitrile

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: BH3*Me2S / tetrahydrofuran / 2 h / Heating
2: K2CO3 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
3: 88 percent / LAH / tetrahydrofuran / 1.5 h / Heating
View Scheme
acetic acid 2-cyano-1-thiophen-2-yl-ethyl ester

acetic acid 2-cyano-1-thiophen-2-yl-ethyl ester

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 41 percent / immobilised lipase from Pseudomonas cepacia; phosphate buffer / acetone / 14 h / pH 7.2
2: BH3*Me2S / tetrahydrofuran / 2 h / Heating
3: K2CO3 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
4: 88 percent / LAH / tetrahydrofuran / 1.5 h / Heating
View Scheme
(R)-2-cyano-1-(thiophen-2-yl)ethyl acetate
597581-26-5

(R)-2-cyano-1-(thiophen-2-yl)ethyl acetate

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: BH3*Me2S / tetrahydrofuran / 2 h / Heating
2: K2CO3 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
3: 88 percent / LAH / tetrahydrofuran / 1.5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
2: sodium hydrogencarbonate / dichloromethane; water / 1 h
3: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
methylamine
74-89-5

methylamine

A

(S)-3-methylamino-1-(2-thienyl)-1-propanol
116539-55-0

(S)-3-methylamino-1-(2-thienyl)-1-propanol

B

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Stage #1: 3-chloro-1-(2-thienyl)propan-1-one With sodium hydroxide; D-glucose; 2,3,4,5,6-pentahydroxy-hexanal In water at 30℃; for 2 - 8h; pH=6.0;
Stage #2: methylamine In water at 60℃; for 6h; pH=6.0;		A n/a
B n/a
C8H13NO2S
1035456-56-4

C8H13NO2S

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Stage #1: C8H13NO2S With acetic acid; zinc In water at 50℃; for 1.5h;
Stage #2: With sodium hydroxide In water
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 18 h / -78 °C / Inert atmosphere
2.1: Candida antarctica lipase B-W104A; sodium carbonate / toluene / 24 h / 50 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
3.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
4.1: sodium hydrogencarbonate / dichloromethane; water / 1 h
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 18 h / -78 °C / Inert atmosphere
2.1: Candida antarctica lipase B; sodium carbonate / toluene / 4 h / 80 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
3.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
4.1: sodium hydrogencarbonate / dichloromethane; water / 1 h
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 18 h / -78 °C / Inert atmosphere
2.1: Candida antarctica lipase B; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate / tetrahydrofuran; toluene / 25 h / 50 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
3.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
4.1: sodium hydrogencarbonate / dichloromethane; water / 1 h
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
(S)-1-hydroxy-3-(thiophen-2-yl)propanenitrile
591727-36-5

(S)-1-hydroxy-3-(thiophen-2-yl)propanenitrile

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate / tetrahydrofuran; toluene / 0.08 h / 80 °C / Inert atmosphere
2: Candida antarctica lipase B-W104A; sodium carbonate / toluene / 24 h / 50 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
3: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
4: sodium hydrogencarbonate / dichloromethane; water / 1 h
5: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1: dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate / tetrahydrofuran; toluene / 0.08 h / 80 °C / Inert atmosphere
2: Candida antarctica lipase B; sodium carbonate / toluene / 4 h / 80 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
3: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
4: sodium hydrogencarbonate / dichloromethane; water / 1 h
5: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1: dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate / tetrahydrofuran; toluene / 0.08 h / 80 °C / Inert atmosphere
2: Candida antarctica lipase B; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate / tetrahydrofuran; toluene / 25 h / 50 °C / Inert atmosphere; Resolution of racemate; Enzymatic reaction
3: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 80 °C
4: sodium hydrogencarbonate / dichloromethane; water / 1 h
5: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / Reflux
View Scheme
(Z)-3-(methylamino)-1-(thiophen-2-yl)prop-2-en-1-one
663603-70-1

(Z)-3-(methylamino)-1-(thiophen-2-yl)prop-2-en-1-one

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With ruthenium(II) dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]; potassium tert-butylate; hydrogen In isopropyl alcohol at 20℃; under 750.075 Torr; for 24h; Autoclave; optical yield given as %ee; enantioselective reaction;> 99 %Spectr.
N-methyl-(3S)-3-hydroxy-3-(thien-2-yl)propanamide

N-methyl-(3S)-3-hydroxy-3-(thien-2-yl)propanamide

A

(S)-3-methylamino-1-(2-thienyl)-1-propanol
116539-55-0

(S)-3-methylamino-1-(2-thienyl)-1-propanol

B

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran at 20℃; for 4h; Overall yield = 98 %; Optical yield = 89 %ee;
3-chloro-1-(2-thienyl)propan-1-one
40570-64-7

3-chloro-1-(2-thienyl)propan-1-one

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; dimethylsulfide borane complex / toluene / 1 h / 0 °C
2: water; ethanol / 1 h / 130 °C / Sealed tube
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(3-hydroxy-3-thiophen-2-yl-propyl)-methyl-carbamic acid tert-butyl ester
597581-31-2

(3-hydroxy-3-thiophen-2-yl-propyl)-methyl-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h;88%
3-fluorobromobenzene
1073-06-9

3-fluorobromobenzene

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(R)-3-(3-bromophenoxy)-N-methyl-3-(thiophen-2-yl)propan-1-amine

(R)-3-(3-bromophenoxy)-N-methyl-3-(thiophen-2-yl)propan-1-amine

Conditions
ConditionsYield
Stage #1: (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol With sodium hydride In N,N-dimethyl acetamide; mineral oil at 20℃; for 0.5h;
Stage #2: 3-fluorobromobenzene In N,N-dimethyl acetamide; mineral oil at 90℃; for 3h;		83%
With sodium hydride In N,N-dimethyl acetamide at 90℃; for 3h;
1-Fluoronaphthalene
321-38-0

1-Fluoronaphthalene

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(R)-Duloxetine
116539-60-7

(R)-Duloxetine

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide for 8h;81%
Stage #1: (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 0.5h;
Stage #2: 1-Fluoronaphthalene In dimethyl sulfoxide; mineral oil at 50℃; for 1h;		80%
With sodium hydride In dimethyl sulfoxide at 45 - 50℃; for 1h;
o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(R)-3-(2-bromophenoxy)-N-methyl-3-(thiophen-2-yl)propan-1-amine

(R)-3-(2-bromophenoxy)-N-methyl-3-(thiophen-2-yl)propan-1-amine

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 60℃; for 8h; Inert atmosphere;78%
With potassium tert-butylate In dimethyl sulfoxide at 60℃; for 8h; Inert atmosphere;78%
6-fluoroquinoline
396-30-5

6-fluoroquinoline

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(R)-N-methyl-3-(quinolin-6-yloxy)-3-(thiophen-2-yl)propan-1-amine

(R)-N-methyl-3-(quinolin-6-yloxy)-3-(thiophen-2-yl)propan-1-amine

Conditions
ConditionsYield
Stage #1: (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol With sodium hydride In N,N-dimethyl acetamide; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 6-fluoroquinoline In N,N-dimethyl acetamide; mineral oil at 50℃; for 1.5h; Inert atmosphere;		59%
5-fluoro phthalazine
103119-77-3

5-fluoro phthalazine

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(R)-N-methyl-3-(phthalazin-5-yloxy)-3-(thiophen-2-yl)propan-1-amine

(R)-N-methyl-3-(phthalazin-5-yloxy)-3-(thiophen-2-yl)propan-1-amine

Conditions
ConditionsYield
Stage #1: (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol With sodium hydride In dimethyl amine; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 5-fluoro phthalazine In dimethyl amine; mineral oil at 50℃; for 1.5h;		49%
(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

Duloxetine
116539-58-3, 116539-59-4, 116539-60-7, 116817-13-1

Duloxetine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 88 percent / triethyl amine / CH2Cl2 / 2 h / 20 °C
2: 51 percent / PPh3; DIAD / tetrahydrofuran / 24 h
3: 70 percent / TFA / CHCl3
View Scheme
(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(S)-N-BOC-duloxetine
597581-32-3

(S)-N-BOC-duloxetine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88 percent / triethyl amine / CH2Cl2 / 2 h / 20 °C
2: 51 percent / PPh3; DIAD / tetrahydrofuran / 24 h
View Scheme
1-Fluoronaphthalene
321-38-0

1-Fluoronaphthalene

oxalic acid
144-62-7

oxalic acid

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol
116539-57-2

(R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol

(-)-duloxetine oxalate
116817-78-8

(-)-duloxetine oxalate

Conditions
ConditionsYield
Stage #1: (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol With sodium hydride; potassium hexanoate In tetrahydrofuran; dimethyl sulfoxide at 20℃; for 1h;
Stage #2: 1-Fluoronaphthalene In tetrahydrofuran; dimethyl sulfoxide at 60℃; for 6h;
Stage #3: oxalic acid In isopropyl alcohol Product distribution / selectivity;		n/a
...Expand

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View