Product Name

  • Name

    R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide

  • EINECS 601-159-4
  • CAS No. 112101-81-2
  • Article Data14
  • CAS DataBase
  • Density 1.248 g/cm3
  • Solubility
  • Melting Point 276-278oC
  • Formula C10H16N2O3S
  • Boiling Point 445.507 °C at 760 mmHg
  • Molecular Weight 244.315
  • Flash Point 223.235 °C
  • Transport Information
  • Appearance White Crystaline Powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 112101-81-2 (R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide)
  • Hazard Symbols
  • Synonyms Benzenesulfonamide,5-(2-aminopropyl)-2-methoxy-, (R)-;(R)-(-)-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide;(R)-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide;R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide;
  • PSA 98.00000
  • LogP 2.04700

Synthetic route

(R)-2-(N-(trifluoroacetyl)arnino)-1-(4'-methoxy-3'-sulphamoyl)-phenylpropane
842130-16-9

(R)-2-(N-(trifluoroacetyl)arnino)-1-(4'-methoxy-3'-sulphamoyl)-phenylpropane

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With water; potassium carbonate In methanol for 8h; Heating / reflux;89%
(4R,5S)-5-(4-methoxy-3-sulfamoylphenyl)-4-methyloxazolidin-2-one
957777-99-0

(4R,5S)-5-(4-methoxy-3-sulfamoylphenyl)-4-methyloxazolidin-2-one

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 1h; atmospheric pressure;87%
C10H16N2O3S*C10H16O4S
906338-31-6

C10H16N2O3S*C10H16O4S

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With ammonia In water at 0 - 25℃; for 1h; pH=9.89 - 10.18; Product distribution / selectivity;82.06%
(R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide hydrochloride

(R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide hydrochloride

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With potassium carbonate In water Product distribution / selectivity;82%
(R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide
112101-74-3

(R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Stage #1: (R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide With hydrogenchloride; water for 16 - 18h; Heating / reflux;
Stage #2: With sodium carbonate In water for 0.5h; pH=~ 10; Product distribution / selectivity;
80%
Stage #1: (R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide With hydrogenchloride; water for 18h; Heating / reflux;
Stage #2: With potassium carbonate In water Product distribution / selectivity;
80%
5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride
116091-64-6

5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Stage #1: 5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybensulfonamide hydrochloride; pyrographite In methanol at 20℃; for 0.5h;
Stage #2: With hydrogen; palladium 10% on activated carbon In methanol at 60 - 65℃; under 2942.29 - 3677.86 Torr;
Stage #3: With ammonia In water
80%
(R)-5-(2-azidopropyl)-2-methoxybenzenesulfonamide
937018-25-2

(R)-5-(2-azidopropyl)-2-methoxybenzenesulfonamide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 20℃; for 1h;
(S)-5-(2-hydroxypropyl)-2-methoxybenzenesulfonamide
937018-24-1

(S)-5-(2-hydroxypropyl)-2-methoxybenzenesulfonamide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 88 percent / pyridine / 2 h / 20 °C
2: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
3: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
(S)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl acetate
937018-23-0

(S)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl acetate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / KOH / methanol
2: 88 percent / pyridine / 2 h / 20 °C
3: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
4: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
(S)-1-(3-(chlorosulfonyl)-4-methoxyphenyl)propan-2-yl acetate
937018-21-8

(S)-1-(3-(chlorosulfonyl)-4-methoxyphenyl)propan-2-yl acetate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 79 percent / aq. ammonia / tetrahydrofuran / 1 h / 20 °C
2: 91 percent / KOH / methanol
3: 88 percent / pyridine / 2 h / 20 °C
4: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
5: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
(S)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl methanesulfonate

(S)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl methanesulfonate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
2: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
(S)-(+)-1-(4-methoxyphenyl)propan-2-ol
131029-01-1

(S)-(+)-1-(4-methoxyphenyl)propan-2-ol

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 90 percent / pyridine
2: 85 percent / chlorosulfonic acid / 1 h / 0 °C
3: 79 percent / aq. ammonia / tetrahydrofuran / 1 h / 20 °C
4: 91 percent / KOH / methanol
5: 88 percent / pyridine / 2 h / 20 °C
6: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
7: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
(S)-1-(4-methoxyphenyl)propan-2-yl acetate
131029-02-2

(S)-1-(4-methoxyphenyl)propan-2-yl acetate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 85 percent / chlorosulfonic acid / 1 h / 0 °C
2: 79 percent / aq. ammonia / tetrahydrofuran / 1 h / 20 °C
3: 91 percent / KOH / methanol
4: 88 percent / pyridine / 2 h / 20 °C
5: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
6: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

indenyl magnesium bromide

indenyl magnesium bromide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 21 percent / glucose / baker's yeast / H2O / 72 h / 20 °C
2: 86 percent / H2; HClO4 / Pd/C / ethanol / 20 °C / atmospheric pressure
3: 90 percent / pyridine
4: 85 percent / chlorosulfonic acid / 1 h / 0 °C
5: 79 percent / aq. ammonia / tetrahydrofuran / 1 h / 20 °C
6: 91 percent / KOH / methanol
7: 88 percent / pyridine / 2 h / 20 °C
8: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
9: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
(1R,2S)-1-(4'-methoxyphenyl)-1,2-propanediol
111004-04-7

(1R,2S)-1-(4'-methoxyphenyl)-1,2-propanediol

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 86 percent / H2; HClO4 / Pd/C / ethanol / 20 °C / atmospheric pressure
2: 90 percent / pyridine
3: 85 percent / chlorosulfonic acid / 1 h / 0 °C
4: 79 percent / aq. ammonia / tetrahydrofuran / 1 h / 20 °C
5: 91 percent / KOH / methanol
6: 88 percent / pyridine / 2 h / 20 °C
7: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
8: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
(R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide D-tartrate
863666-27-7

(R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide D-tartrate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 1h; pH=9.5 - 10;
With sodium hydroxide In water at 20℃; for 1h; pH=9.5 - 10;
With sodium hydroxide In water at 25 - 30℃; for 1h; pH=9.5 - 10.0;n/a
(+/-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide
112244-38-9

(+/-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide

A

(S)-(+)-5-(2-aminopropyl)-2-methoxybenzene sulfonamide
119714-13-5

(S)-(+)-5-(2-aminopropyl)-2-methoxybenzene sulfonamide

B

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With optical-resolution agent; diethylamine In methanol; ethanol at 40℃; Purification / work up; Optical-resolution column;A n/a
B n/a
(R)(+)-N-acetyl-5-[(2-amino-2-methyl)ethyl]-2-methoxybenzenesulfonamide

(R)(+)-N-acetyl-5-[(2-amino-2-methyl)ethyl]-2-methoxybenzenesulfonamide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
In hydrogenchloride
(R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide dibenzoyl-D-tartrate
1161025-56-4

(R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide dibenzoyl-D-tartrate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With potassium carbonate In water at 20℃; for 1h;8 g
5-[(2R)-2-aminopropyl]-2-methoxybenzenesulfonamide D-mandelate
1210430-94-6

5-[(2R)-2-aminopropyl]-2-methoxybenzenesulfonamide D-mandelate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With potassium carbonate In water at 20℃; for 3h;0.45 g
With hydrogenchloride In water; isopropyl alcohol at 45 - 50℃; for 1h; pH=2 - 3;
2-methoxy-5-(2-oxopropyl)benzenesulfonamide
116091-63-5

2-methoxy-5-(2-oxopropyl)benzenesulfonamide

A

(S)-(+)-5-(2-aminopropyl)-2-methoxybenzene sulfonamide
119714-13-5

(S)-(+)-5-(2-aminopropyl)-2-methoxybenzene sulfonamide

B

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride / methanol / 5 h / 20 °C
2: hydrogen / 5%-palladium/activated carbon / methanol / 8 h / 20 °C / 2206.72 Torr
View Scheme
2-methoxy-5-(2-hydroxyiminopropyl)benzenesulfonamide
944395-49-7

2-methoxy-5-(2-hydroxyiminopropyl)benzenesulfonamide

A

(S)-(+)-5-(2-aminopropyl)-2-methoxybenzene sulfonamide
119714-13-5

(S)-(+)-5-(2-aminopropyl)-2-methoxybenzene sulfonamide

B

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In methanol at 20℃; under 2206.72 Torr; for 8h;
N-benzenesulfonyl-N,N-bis(2-chloroethyl)amine
58023-19-1

N-benzenesulfonyl-N,N-bis(2-chloroethyl)amine

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

2-methoxy-5-{(2R)-2-[4-(benzenelsulfonyl)piperazin-1-yl]propyl}benzenesulfonamide

2-methoxy-5-{(2R)-2-[4-(benzenelsulfonyl)piperazin-1-yl]propyl}benzenesulfonamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 125 - 130℃; for 10h;90.83%
bromoacetic acid
79-08-3

bromoacetic acid

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(R)-2-bromo-N-[2-(4-methoxy-3-aminosulfonyl-phenyl)-1-methyl-ethyl]-acetamide

(R)-2-bromo-N-[2-(4-methoxy-3-aminosulfonyl-phenyl)-1-methyl-ethyl]-acetamide

Conditions
ConditionsYield
Stage #1: bromoacetic acid With chloroformic acid ethyl ester; triethylamine In dichloromethane at -45 - -40℃; for 4h;
Stage #2: 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide In dichloromethane at -45 - -40℃; for 1.5h; Product distribution / selectivity;
89.2%
(R)-10-camphorsulfonic acid
35963-20-3

(R)-10-camphorsulfonic acid

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

C10H16N2O3S*C10H16O4S
906338-31-6

C10H16N2O3S*C10H16O4S

Conditions
ConditionsYield
In water; isopropyl alcohol at 0 - 4℃; for 1.5h; Product distribution / selectivity; Heating / reflux;85.65%
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(R)-2-bromo-N-[2-(4-methoxy-3-aminosulfonyl-phenyl)-1-methyl-ethyl]-acetamide

(R)-2-bromo-N-[2-(4-methoxy-3-aminosulfonyl-phenyl)-1-methyl-ethyl]-acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 5℃; Product distribution / selectivity;80%
methyl 2-ethoxyphenoxyacetate

methyl 2-ethoxyphenoxyacetate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(R)-2-(2-ethoxyphenoxy)-N-[2-(4-methoxy-3-aminosulfonyl-phenyl)-1-methyl-ethyl]-acetamide
133261-17-3

(R)-2-(2-ethoxyphenoxy)-N-[2-(4-methoxy-3-aminosulfonyl-phenyl)-1-methyl-ethyl]-acetamide

Conditions
ConditionsYield
Stage #1: 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide With diisobutylaluminium hydride In tetrahydrofuran at 0 - 25℃; for 1.08333h;
Stage #2: methyl 2-ethoxyphenoxyacetate In tetrahydrofuran; toluene at 20 - 25℃; for 16h;
77%
2-(2-ethyloxyphenoxy)ethyl methanesulfonate
169506-15-4

2-(2-ethyloxyphenoxy)ethyl methanesulfonate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(R)-tamsulosin
106133-20-4

(R)-tamsulosin

Conditions
ConditionsYield
With potassium hydrogencarbonate; potassium iodide In acetonitrile at 80℃; for 24h;74%
1-(2-bromoethoxy)-2-(2,2,2-trifluoroethoxy)benzene
160969-00-6

1-(2-bromoethoxy)-2-(2,2,2-trifluoroethoxy)benzene

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(-)-2-Methoxy-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]benzenesulfonamide
1031281-18-1

(-)-2-Methoxy-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]benzenesulfonamide

Conditions
ConditionsYield
In isopropyl alcohol for 16h; Reflux;69%
2-(o-ethoxyphenoxy)-ethyl bromide

2-(o-ethoxyphenoxy)-ethyl bromide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

5-((R)-2-{bis-[2-(2-ethoxyphenoxy)ethyl]amino}-propyl)-2-methoxybenzenesulfonamide
918867-88-6

5-((R)-2-{bis-[2-(2-ethoxyphenoxy)ethyl]amino}-propyl)-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
With sodium oxalate In N,N-dimethyl-formamide at 80℃;64%
2-(2-ethyloxyphenoxy)ethyl methanesulfonate
169506-15-4

2-(2-ethyloxyphenoxy)ethyl methanesulfonate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

tamsulosin hydrochloride
106133-20-4

tamsulosin hydrochloride

Conditions
ConditionsYield
Stage #1: 2-(2-ethyloxyphenoxy)ethyl methanesulfonate; 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide With sodium hydrogencarbonate; potassium iodide In DMF (N,N-dimethyl-formamide) at 55 - 65℃; for 11h;
Stage #2: With hydrogenchloride In ethanol pH=2;
56.9%
Stage #1: 2-(2-ethyloxyphenoxy)ethyl methanesulfonate; 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide With calcium oxide In 2-methyl-propan-1-ol at 80 - 85℃; for 25h;
Stage #2: With hydrogenchloride In 2-methyl-propan-1-ol; water at 60 - 65℃; pH=1.0; Product distribution / selectivity;
Stage #1: 2-(2-ethyloxyphenoxy)ethyl methanesulfonate; 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide With calcium oxide In ethanol at 78 - 80℃; for 35h;
Stage #2: With hydrogenchloride In ethanol; water at 60 - 65℃; pH=1.0; Product distribution / selectivity;
Stage #1: 2-(2-ethyloxyphenoxy)ethyl methanesulfonate; 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide With calcium oxide In 2-methyl-propan-1-ol at 80 - 85℃; for 25h;
Stage #2: With hydrogenchloride In 2-methyl-propan-1-ol; water at 60 - 65℃; pH=1.0; Product distribution / selectivity;
2-(o-ethoxyphenoxy)-ethyl bromide

2-(o-ethoxyphenoxy)-ethyl bromide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(R)-tamsulosin
106133-20-4

(R)-tamsulosin

Conditions
ConditionsYield
With sodium carbonate In DMF (N,N-dimethyl-formamide) at 70℃; for 5h;50%
Stage #1: 2-(o-ethoxyphenoxy)-ethyl bromide; 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide In methanol at 25 - 35℃; for 48h; Heating / reflux;
Stage #2: With potassium carbonate In dichloromethane; water
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 1.5h; Product distribution / selectivity;
1-(2-bromoethoxy)-2-isopropoxybenzene
1262059-05-1

1-(2-bromoethoxy)-2-isopropoxybenzene

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(-)-5-((2R)-2-{[2-(2-isopropoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide
1262059-02-8

(-)-5-((2R)-2-{[2-(2-isopropoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
In i-Amyl alcohol for 3h; Reflux;37%
2-(o-ethoxyphenoxy)-ethyl bromide

2-(o-ethoxyphenoxy)-ethyl bromide

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

tamsulosin hydrochloride
106133-20-4

tamsulosin hydrochloride

Conditions
ConditionsYield
In ethanol Heating / reflux;32%
Stage #1: 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide With sodium hydrogencarbonate In triethyl phosphite
Stage #2: 2-(o-ethoxyphenoxy)-ethyl bromide In water; triethyl phosphite for 6h; Heating / reflux;
Stage #3: With hydrogenchloride; ammonia Product distribution / selectivity; more than 3 stages;
30.36%
In ethanol for 16h; Heating / reflux;
1-(benzyloxy)-2-(2-bromoethoxy)benzene
154582-47-5

1-(benzyloxy)-2-(2-bromoethoxy)benzene

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(-)-5-[(2R)-2-({2-[2-(benzyloxy)phenoxy]ethyl}amino)propyl]-2-methoxybenzenesulfonamide
1262059-03-9

(-)-5-[(2R)-2-({2-[2-(benzyloxy)phenoxy]ethyl}amino)propyl]-2-methoxybenzenesulfonamide

Conditions
ConditionsYield
In i-Amyl alcohol for 3h; Reflux;25%
2-[2-(2,2,2-trifluoroethoxy)-phenoxy]ethyl 4-methylbenzenesulfonate
459868-80-5

2-[2-(2,2,2-trifluoroethoxy)-phenoxy]ethyl 4-methylbenzenesulfonate

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

(-)-2-Methoxy-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]benzenesulfonamide
1031281-18-1

(-)-2-Methoxy-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]benzenesulfonamide

Conditions
ConditionsYield
In i-Amyl alcohol for 3h; Reflux;4%
2-chloro-6,7-dimethoxyquinazolin-4-amine
23680-84-4

2-chloro-6,7-dimethoxyquinazolin-4-amine

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

5-[(R)-2-(4-Amino-6,7-dimethoxy-quinazolin-2-ylamino)-propyl]-2-methoxy-benzenesulfonamide

5-[(R)-2-(4-Amino-6,7-dimethoxy-quinazolin-2-ylamino)-propyl]-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In i-Amyl alcohol for 5h; Heating;
2-(2-ethoxyphenoxy)acetaldehyde
103181-55-1

2-(2-ethoxyphenoxy)acetaldehyde

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide
112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

5-{2-[2-(2-ethoxy-phenoxy)-ethylideneamino]-propyl}-2-methoxy-benzenesulfonamide

5-{2-[2-(2-ethoxy-phenoxy)-ethylideneamino]-propyl}-2-methoxy-benzenesulfonamide

Conditions
ConditionsYield
In ethanol at 20℃; for 1h;

R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide Specification

The CAS register number of R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide is 112101-81-2. It also can be called as R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide and the systematic name about this chemical is 5-[(2S)-2-aminopropyl]-2-methoxybenzenesulfonamide. The molecular formula about this chemical is C10H16N2O3S and the molecular weight is 244.31. It belongs to the Tamsulosin.

Physical properties about R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide are: (1)(1)ACD/LogP: -0.26; (2)ACD/LogD (pH 5.5): -3; (3)ACD/LogD (pH 7.4): -2; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 103.79Å2; (12)Index of Refraction: 1.557; (13)Molar Refractivity: 63.043 cm3; (14)Molar Volume: 195.762 cm3; (15)Polarizability: 24.992x10-24cm3; (16)Surface Tension: 48.927 dyne/cm; (17)Enthalpy of Vaporization: 70.351 kJ/mol; (18)Boiling Point: 445.507 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(c1cc(ccc1OC)C[C@@H](N)C)N
(2)InChI: InChI=1/C10H16N2O3S/c1-7(11)5-8-3-4-9(15-2)10(6-8)16(12,13)14/h3-4,6-7H,5,11H2,1-2H3,(H2,12,13,14)/t7-/m0/s1
(3)InChIKey: IORITYIZDHJCGT-ZETCQYMHBG
(4)Std. InChI: InChI=1S/C10H16N2O3S/c1-7(11)5-8-3-4-9(15-2)10(6-8)16(12,13)14/h3-4,6-7H,5,11H2,1-2H3,(H2,12,13,14)/t7-/m0/s1
(5)Std. InChIKey: IORITYIZDHJCGT-ZETCQYMHSA-N

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