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(R)-(+)-3-(N-Methylamino)-1-(2-thienyl)-1-propanol

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Name

(R)-(+)-3-(N-Methylamino)-1-(2-thienyl)-1-propanol

EINECS 171.26
CAS No. 116539-57-2 Density 1.128
PSA 60.50000 LogP 1.78190
Solubility N/A Melting Point N/A
Formula C8H13NOS Boiling Point 294.3±35.0 °C(Predicted)
Molecular Weight 171.263 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 116539-57-2 ((R)-(+)-3-(N-METHYLAMINO)-1-(2-THIENYL)-1-PROPANOL) Hazard Symbols N/A
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

Article Data 18

(R)-(+)-3-(N-Methylamino)-1-(2-thienyl)-1-propanol Synthetic route

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

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%
597581-30-1

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

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

A

116539-55-0

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

B

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
164071-55-0

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

74-89-5

methylamine

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

A

116539-55-0

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

B

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
116539-56-1

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

A

116539-55-0

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

B

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;
919530-16-8

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

116539-57-2

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

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 4h;
919530-11-3

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

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
919530-13-5

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

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
98-03-3

thiophene-2-carbaldehyde

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

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

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
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