Product Name

  • Name

    Gilenia

  • EINECS 1308068-626-2
  • CAS No. 162359-55-9
  • Article Data27
  • CAS DataBase
  • Density 1.016g/cm3
  • Solubility
  • Melting Point 103-105°
  • Formula C19H33NO2
  • Boiling Point 479.5 °C at 760 mmHg
  • Molecular Weight 307.477
  • Flash Point 243.8 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 162359-55-9 (Gilenia)
  • Hazard Symbols
  • Synonyms 2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propandiol;2-Amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol;Fingolimod;
  • PSA 66.48000
  • LogP 3.90460

Synthetic route

5-(tert-butyloxycarbonylamino)-2,2-dimethyl-5-(4-octylphenethyl)-1,3-dioxane
885605-36-7

5-(tert-butyloxycarbonylamino)-2,2-dimethyl-5-(4-octylphenethyl)-1,3-dioxane

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 12h;96%
Stage #1: 5-(tert-butyloxycarbonylamino)-2,2-dimethyl-5-(4-octylphenethyl)-1,3-dioxane With water; trifluoroacetic acid In dichloromethane at 20℃;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water		95%
Stage #1: 5-(tert-butyloxycarbonylamino)-2,2-dimethyl-5-(4-octylphenethyl)-1,3-dioxane With hydrogenchloride In methanol; water at 50℃; for 3h;
Stage #2: With sodium hydroxide In water pH=8 - 9;		69%
C33H59NO2Si

C33H59NO2Si

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane95%
2-nitro-2-[2-(4-octyl-phenyl)ethyl]propane-1,3-diol
374077-88-0

2-nitro-2-[2-(4-octyl-phenyl)ethyl]propane-1,3-diol

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; isopropyl alcohol at 20 - 50℃; under 750.075 - 26252.6 Torr; for 2.66667h;93%
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; isopropyl alcohol at 20 - 50℃; under 750.075 - 26252.6 Torr; for 2.66667h;93%
With hydrogen; nickel82%
With palladium 10% on activated carbon; hydrogen In methanol at 25 - 30℃; under 3000.3 - 3750.38 Torr; for 5h; Solvent; Temperature; Pressure;2 g
With palladium 10% on activated carbon; ammonium formate In methanol at 20℃; for 5h; Reagent/catalyst; Temperature; Time;
C22H33NO4

C22H33NO4

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Stage #1: C22H33NO4 With 5%-palladium/activated carbon; hydrogen In ethanol at 40 - 45℃; under 1500.15 - 2250.23 Torr; for 5h; Autoclave; Inert atmosphere;
Stage #2: With hydrogenchloride In ethanol; water at 60 - 65℃; for 4h; Reagent/catalyst; Temperature; Solvent;		92.1%
(3-nitro-5-(4-octylphenyl)tetrahydrofuran-3-yl)-methanol
1369968-69-3

(3-nitro-5-(4-octylphenyl)tetrahydrofuran-3-yl)-methanol

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; isopropyl alcohol at 100℃; under 26252.6 Torr; for 2h;86%
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; isopropyl alcohol at 100℃; under 26252.6 Torr; for 2h;86%
diethyl 2-amino-2-(4-octylphenethyl)malonate
162358-62-5

diethyl 2-amino-2-(4-octylphenethyl)malonate

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran; ethanol at 0 - 20℃; Inert atmosphere;85%
With lithium bromide; sodium borohydrid In ethanol; water
5-ethynyl-2,2-dimethyl-[1,3]dioxan-(N-tert-butyloxycarbonyl)-5-ylamine
364631-74-3

5-ethynyl-2,2-dimethyl-[1,3]dioxan-(N-tert-butyloxycarbonyl)-5-ylamine

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / Et3N; CuI / Pd(PPh3)4 / dimethylformamide / 3 h / 20 °C
2: 99 percent / H2 / Pd/C / benzene / 5 h / 20 °C / 760 Torr
3: 96 percent / aq. TFA / CH2Cl2 / 12 h / 20 °C
View Scheme
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

resin-bound p-methylphenylboronic acid

resin-bound p-methylphenylboronic acid

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 71 percent / Ni(0)
2: 81 percent / diethyl ether / 0 °C
3: m-CPBA / CH2Cl2 / 20 °C
4: 76 percent / MgSO4; NaNO2 / methanol / 4 h / Heating
5: 61 percent / Me3SiCl; NaI / acetonitrile / 20 °C
6: 76 percent / H2 / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr
7: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
8: 82 percent / H2 / Raney-Ni
View Scheme
1-octylzinc(II) iodide
150529-78-5

1-octylzinc(II) iodide

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 71 percent / Ni(0)
2: 81 percent / diethyl ether / 0 °C
3: m-CPBA / CH2Cl2 / 20 °C
4: 76 percent / MgSO4; NaNO2 / methanol / 4 h / Heating
5: 61 percent / Me3SiCl; NaI / acetonitrile / 20 °C
6: 76 percent / H2 / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr
7: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
8: 82 percent / H2 / Raney-Ni
View Scheme
4-octylbenzaldehyde
49763-66-8

4-octylbenzaldehyde

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 81 percent / diethyl ether / 0 °C
2: m-CPBA / CH2Cl2 / 20 °C
3: 76 percent / MgSO4; NaNO2 / methanol / 4 h / Heating
4: 61 percent / Me3SiCl; NaI / acetonitrile / 20 °C
5: 76 percent / H2 / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr
6: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
7: 82 percent / H2 / Raney-Ni
View Scheme
1-(4-octyl-phenyl)-prop-2-en-1-ol

1-(4-octyl-phenyl)-prop-2-en-1-ol

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: m-CPBA / CH2Cl2 / 20 °C
2: 76 percent / MgSO4; NaNO2 / methanol / 4 h / Heating
3: 61 percent / Me3SiCl; NaI / acetonitrile / 20 °C
4: 76 percent / H2 / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr
5: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
6: 82 percent / H2 / Raney-Ni
View Scheme
(4-octyl-phenyl)-oxiranyl-methanol
374077-79-9

(4-octyl-phenyl)-oxiranyl-methanol

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 76 percent / MgSO4; NaNO2 / methanol / 4 h / Heating
2: 61 percent / Me3SiCl; NaI / acetonitrile / 20 °C
3: 76 percent / H2 / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr
4: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
5: 82 percent / H2 / Raney-Ni
View Scheme
1-((E)-3-Nitro-propenyl)-4-octyl-benzene

1-((E)-3-Nitro-propenyl)-4-octyl-benzene

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 76 percent / H2 / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr
2: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
3: 82 percent / H2 / Raney-Ni
View Scheme
1-(3-nitropropyl)-4-octylbenzene
374077-87-9

1-(3-nitropropyl)-4-octylbenzene

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
2: 82 percent / H2 / Raney-Ni
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / methanol / 2 h / 68 °C
2: hydrogen; palladium 10% on activated carbon / methanol / 5 h / 25 - 30 °C / 3000.3 - 3750.38 Torr
View Scheme
3-nitro-1-(4-octyl-phenyl)-propane-1,2-diol
374077-82-4

3-nitro-1-(4-octyl-phenyl)-propane-1,2-diol

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 61 percent / Me3SiCl; NaI / acetonitrile / 20 °C
2: 76 percent / H2 / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr
3: 51 percent / Amberlyst A-21 / CH2Cl2 / 7 h
4: 82 percent / H2 / Raney-Ni
View Scheme
n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 43 percent / AlCl3 / 1,2-dichloro-ethane / 3 h / 20 °C
2.1: triethylsilane; TFA / 1,2-dichloro-ethane / 3 h / 20 °C
3.1: 3.40 g / NaOMe; MeOH / 2 h / Heating
4.1: Et3N / CH2Cl2 / 1 h / 20 °C
5.1: 16.0 g / NaI / butan-2-one / 2 h / Heating
6.1: sodium ethoxide / ethanol / 0.5 h / 20 °C
6.2: 61 percent / ethanol / 3 h / 65 °C
7.1: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
8.1: 8.25 g / pyridine / 16 h / 20 °C
9.1: 2 N aq. LiOH / methanol / 2 h / Heating
View Scheme
Multi-step reaction with 9 steps
1: aluminum (III) chloride / dichloromethane / 2 h / -5 - 30 °C
2: hydrogen; 5%-palladium/activated carbon / methanol / 2585.81 - 3102.97 Torr
3: aluminum (III) chloride / dichloromethane / 2 h / -5 - 30 °C
4: bromine / dichloromethane; 1,4-dioxane / 4 h / 0 - 5 °C
5: sodium ethanolate / ethanol / 3.5 h / 25 - 70 °C / Inert atmosphere
6: sodium tetrahydroborate; ethanol / tetrahydrofuran / 3 h / 5 - 15 °C
7: hydrogenchloride / acetone / 2 h / 25 - 30 °C
8: hydrogen; 5%-palladium/activated carbon / methanol / 3 h / 20 °C
9: lithium hydroxide / methanol / 2 h / 25 - 30 °C / Reflux
View Scheme
Multi-step reaction with 9 steps
1: aluminum (III) chloride / dichloromethane / 2 h / -5 - 30 °C
2: hydrogen; 5%-palladium/activated carbon / methanol / 2585.81 - 3102.97 Torr
3: aluminum (III) chloride / dichloromethane / 2 h / -5 - 30 °C
4: bromine / dichloromethane; 1,4-dioxane / 4 h / 0 - 5 °C
5: sodium ethanolate / ethanol / 3.5 h / 25 - 70 °C / Inert atmosphere
6: sodium tetrahydroborate; ethanol / tetrahydrofuran / 3 h / 5 - 15 °C
7: methanesulfonic acid / methanol / 2 h / 25 - 30 °C / Reflux
8: hydrogen; palladium / methanol / 2585.81 - 3102.97 Torr
9: lithium hydroxide / methanol / 2 h / 25 - 30 °C / Reflux
View Scheme
Multi-step reaction with 9 steps
1: aluminum (III) chloride / dichloromethane / 2 h / -5 - 30 °C
2: hydrogen; 5%-palladium/activated carbon / methanol / 2585.81 - 3102.97 Torr
3: aluminum (III) chloride / dichloromethane / 2 h / -5 - 30 °C
4: bromine / dichloromethane; 1,4-dioxane / 4 h / 0 - 5 °C
5: sodium ethanolate / ethanol / 3.5 h / 25 - 70 °C / Inert atmosphere
6: sodium tetrahydroborate; ethanol / tetrahydrofuran / 3 h / 5 - 15 °C
7: methanesulfonic acid / methanol / 2 h / 25 - 30 °C / Reflux
8: lithium hydroxide / methanol / 2 h / Reflux
9: hydrogen; 5%-palladium/activated carbon / methanol / 2585.81 - 3102.97 Torr
View Scheme
Multi-step reaction with 8 steps
1.1: aluminum (III) chloride / 0.01 h / 0.25 - 0.3 °C
1.2: 0 h / 0.2 - 0.5 °C
2.1: sodium hydroxide / water; methanol / 1.5 h / 0.1 - 0.3 °C
3.1: palladium 10% on activated carbon; hydrogen / 0 h / 0.4 °C / Autoclave
4.1: sodium hydroxide / water; methanol / 0.2 - 0.3 °C
5.1: sodium iodide / butanone / 0.67 h / 0.8 - 0.85 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0.45 - 0.5 °C / Inert atmosphere
6.2: 0.4 - 0.45 °C / Inert atmosphere
7.1: calcium chloride / water; isopropyl alcohol / 0 h / 0.2 - 0.3 °C
7.2: 0.01 h / 0 - 0.5 °C
7.3: 0 h / 0.15 - 0.5 °C
8.1: sodium hydroxide / water; methanol / 2 h / Reflux
View Scheme
acetic acid phenethyl ester
103-45-7

acetic acid phenethyl ester

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 43 percent / AlCl3 / 1,2-dichloro-ethane / 3 h / 20 °C
2.1: triethylsilane; TFA / 1,2-dichloro-ethane / 3 h / 20 °C
3.1: 3.40 g / NaOMe; MeOH / 2 h / Heating
4.1: Et3N / CH2Cl2 / 1 h / 20 °C
5.1: 16.0 g / NaI / butan-2-one / 2 h / Heating
6.1: sodium ethoxide / ethanol / 0.5 h / 20 °C
6.2: 61 percent / ethanol / 3 h / 65 °C
7.1: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
8.1: 8.25 g / pyridine / 16 h / 20 °C
9.1: 2 N aq. LiOH / methanol / 2 h / Heating
View Scheme
Multi-step reaction with 8 steps
1.1: aluminum (III) chloride / 0.01 h / 0.25 - 0.3 °C
1.2: 0 h / 0.2 - 0.5 °C
2.1: sodium hydroxide / water; methanol / 1.5 h / 0.1 - 0.3 °C
3.1: palladium 10% on activated carbon; hydrogen / 0 h / 0.4 °C / Autoclave
4.1: sodium hydroxide / water; methanol / 0.2 - 0.3 °C
5.1: sodium iodide / butanone / 0.67 h / 0.8 - 0.85 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0.45 - 0.5 °C / Inert atmosphere
6.2: 0.4 - 0.45 °C / Inert atmosphere
7.1: calcium chloride / water; isopropyl alcohol / 0 h / 0.2 - 0.3 °C
7.2: 0.01 h / 0 - 0.5 °C
7.3: 0 h / 0.15 - 0.5 °C
8.1: sodium hydroxide / water; methanol / 2 h / Reflux
View Scheme
diethyl 2-acetamido-2-[2-(4-octylphenyl)ethyl]malonate
162358-08-9

diethyl 2-acetamido-2-[2-(4-octylphenyl)ethyl]malonate

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
2: 8.25 g / pyridine / 16 h / 20 °C
3: 2 N aq. LiOH / methanol / 2 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: lithium chloride; ethanol; sodium tetrahydroborate / tetrahydrofuran / 72.5 h / 0 - 20 °C
2: sodium hydroxide / methanol / 5 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: calcium chloride / water; isopropyl alcohol / 0 h / 0.2 - 0.3 °C
1.2: 0.01 h / 0 - 0.5 °C
1.3: 0 h / 0.15 - 0.5 °C
2.1: sodium hydroxide / water; methanol / 2 h / Reflux
View Scheme
1-(2-iodoethyl)-4-octylbenzene
162358-07-8

1-(2-iodoethyl)-4-octylbenzene

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium ethoxide / ethanol / 0.5 h / 20 °C
1.2: 61 percent / ethanol / 3 h / 65 °C
2.1: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
3.1: 8.25 g / pyridine / 16 h / 20 °C
4.1: 2 N aq. LiOH / methanol / 2 h / Heating
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0.45 - 0.5 °C / Inert atmosphere
1.2: 0.4 - 0.45 °C / Inert atmosphere
2.1: calcium chloride / water; isopropyl alcohol / 0 h / 0.2 - 0.3 °C
2.2: 0.01 h / 0 - 0.5 °C
2.3: 0 h / 0.15 - 0.5 °C
3.1: sodium hydroxide / water; methanol / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: caesium carbonate; tetrabutylammomium bromide / toluene / Inert atmosphere; Reflux
2.1: calcium chloride / ethanol; water
2.2: 10 - 15 °C
2.3: Reflux
View Scheme
2-(4-Octylphenyl)ethyl alcohol
162358-05-6

2-(4-Octylphenyl)ethyl alcohol

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: Et3N / CH2Cl2 / 1 h / 20 °C
2.1: 16.0 g / NaI / butan-2-one / 2 h / Heating
3.1: sodium ethoxide / ethanol / 0.5 h / 20 °C
3.2: 61 percent / ethanol / 3 h / 65 °C
4.1: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
5.1: 8.25 g / pyridine / 16 h / 20 °C
6.1: 2 N aq. LiOH / methanol / 2 h / Heating
View Scheme
Multi-step reaction with 4 steps
1.1: sodium iodide / butanone / 0.67 h / 0.8 - 0.85 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0.45 - 0.5 °C / Inert atmosphere
2.2: 0.4 - 0.45 °C / Inert atmosphere
3.1: calcium chloride / water; isopropyl alcohol / 0 h / 0.2 - 0.3 °C
3.2: 0.01 h / 0 - 0.5 °C
3.3: 0 h / 0.15 - 0.5 °C
4.1: sodium hydroxide / water; methanol / 2 h / Reflux
View Scheme
acetic acid 2-(4-octylphenyl)ethyl ester
162358-04-5

acetic acid 2-(4-octylphenyl)ethyl ester

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 3.40 g / NaOMe; MeOH / 2 h / Heating
2.1: Et3N / CH2Cl2 / 1 h / 20 °C
3.1: 16.0 g / NaI / butan-2-one / 2 h / Heating
4.1: sodium ethoxide / ethanol / 0.5 h / 20 °C
4.2: 61 percent / ethanol / 3 h / 65 °C
5.1: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
6.1: 8.25 g / pyridine / 16 h / 20 °C
7.1: 2 N aq. LiOH / methanol / 2 h / Heating
View Scheme
Multi-step reaction with 5 steps
1.1: sodium hydroxide / water; methanol / 0.2 - 0.3 °C
2.1: sodium iodide / butanone / 0.67 h / 0.8 - 0.85 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0.45 - 0.5 °C / Inert atmosphere
3.2: 0.4 - 0.45 °C / Inert atmosphere
4.1: calcium chloride / water; isopropyl alcohol / 0 h / 0.2 - 0.3 °C
4.2: 0.01 h / 0 - 0.5 °C
4.3: 0 h / 0.15 - 0.5 °C
5.1: sodium hydroxide / water; methanol / 2 h / Reflux
View Scheme
acetic acid
64-19-7

acetic acid

fingolimod
162359-55-9

fingolimod

2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol acetate
1227170-83-3

2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol acetate

Conditions
ConditionsYield
In ethyl acetate at 75℃; Product distribution / selectivity;99.4%
propionic acid
802294-64-0

propionic acid

fingolimod
162359-55-9

fingolimod

2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol propionate
1227170-84-4

2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol propionate

Conditions
ConditionsYield
In ethyl acetate at 70℃; Product distribution / selectivity;96.9%
fingolimod
162359-55-9

fingolimod

fingolimod hydrochloride

fingolimod hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 30 - 35℃; for 4h;96.5%
With hydrogenchloride In methanol at 25 - 55℃; for 0.5h;93.88%
With hydrogenchloride In n-heptane; isopropyl alcohol at 0 - 50℃; for 0.416667h;91%
malonic acid
141-82-2

malonic acid

fingolimod
162359-55-9

fingolimod

2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol malonate

2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol malonate

Conditions
ConditionsYield
In isopropyl alcohol at 82℃; Product distribution / selectivity;92.3%
fingolimod
162359-55-9

fingolimod

2-amino-2-(fluoromethyl)-4-(4-octylphenyl)butan-1-ol

2-amino-2-(fluoromethyl)-4-(4-octylphenyl)butan-1-ol

Conditions
ConditionsYield
With diethylamino-sulfur trifluoride In dichloromethane at -78 - 20℃;5%
Stage #1: fingolimod With diethylamino-sulfur trifluoride In dichloromethane at -78 - 20℃;
Stage #2: With trifluoroacetic acid In water; acetonitrile
Stage #3: With sodium hydroxide In methanol		2%
With diethylamino-sulfur trifluoride In dichloromethane at -78 - 20℃;2%
benzyl chloroformate
501-53-1

benzyl chloroformate

fingolimod
162359-55-9

fingolimod

2-(benzyloxycarbonyl)amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol
402616-41-5

2-(benzyloxycarbonyl)amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol

Conditions
ConditionsYield
With potassium hydrogencarbonate In water; ethyl acetate at 20℃; for 2h; Schotten-Baumann reaction;5.29 g
With potassium hydrogencarbonate In water; ethyl acetate
benzyl chloroformate
501-53-1

benzyl chloroformate

fingolimod
162359-55-9

fingolimod

(R/S)-4-hydroxymethyl-4-[2-(4-octylphenyl)ethyl]oxazolidin-2-one
847672-61-1

(R/S)-4-hydroxymethyl-4-[2-(4-octylphenyl)ethyl]oxazolidin-2-one

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 48h;
Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

fingolimod
162359-55-9

fingolimod

{2-methyl-4-[2-(4-octylphenyl)ethyl]-4,5-dihydro-1,3-oxazol-4-yl}methanol
402616-28-8

{2-methyl-4-[2-(4-octylphenyl)ethyl]-4,5-dihydro-1,3-oxazol-4-yl}methanol

Conditions
ConditionsYield
With N,N-diethyl-N-isopropylamine
fingolimod
162359-55-9

fingolimod

4-benzyloxymethyl-2-methyl-4-[2-(4-octyl-phenyl)-ethyl]-4,5-dihydro-oxazole
903894-66-6

4-benzyloxymethyl-2-methyl-4-[2-(4-octyl-phenyl)-ethyl]-4,5-dihydro-oxazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iPrN(Et)2
2: NaH / tetrahydrofuran
View Scheme
fingolimod
162359-55-9

fingolimod

2-amino-2-benzyloxymethyl-4-(4-octyl-phenyl)-butan-1-ol
903894-68-8

2-amino-2-benzyloxymethyl-4-(4-octyl-phenyl)-butan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: iPrN(Et)2
2: NaH / tetrahydrofuran
3: HCl
View Scheme
fingolimod
162359-55-9

fingolimod

octanoic acid [1-benzyloxymethyl-1-hydroxymethyl-3-(4-octyl-phenyl)-propyl]-amide
903894-71-3

octanoic acid [1-benzyloxymethyl-1-hydroxymethyl-3-(4-octyl-phenyl)-propyl]-amide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: iPrN(Et)2
2.1: NaH / tetrahydrofuran
3.1: HCl
4.1: pyridine; chlorotrimethylsilane / 20 °C
4.2: 20 °C
View Scheme
fingolimod
162359-55-9

fingolimod

hexadecanoic acid [1-benzyloxymethyl-1-hydroxymethyl-3-(4-octyl-phenyl)-propyl]-amide
903894-70-2

hexadecanoic acid [1-benzyloxymethyl-1-hydroxymethyl-3-(4-octyl-phenyl)-propyl]-amide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: iPrN(Et)2
2.1: NaH / tetrahydrofuran
3.1: HCl
4.1: pyridine; chlorotrimethylsilane / 20 °C
4.2: 20 °C
View Scheme
fingolimod
162359-55-9

fingolimod

Octanoic acid [1-hydroxymethyl-3-(4-octyl-phenyl)-1-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-propyl]-amide

Octanoic acid [1-hydroxymethyl-3-(4-octyl-phenyl)-1-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-propyl]-amide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: iPrN(Et)2
2.1: NaH / tetrahydrofuran
3.1: HCl
4.1: pyridine; chlorotrimethylsilane / 20 °C
4.2: 20 °C
5.1: 37 percent / SnCl2; AgClO4; molecular sieves 4 Angstroem / H2O; diethyl ether
6.1: 53 percent / H2 / Pd/C / ethanol
View Scheme
fingolimod
162359-55-9

fingolimod

Hexadecanoic acid [1-hydroxymethyl-3-(4-octyl-phenyl)-1-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-propyl]-amide

Hexadecanoic acid [1-hydroxymethyl-3-(4-octyl-phenyl)-1-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-propyl]-amide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: iPrN(Et)2
2.1: NaH / tetrahydrofuran
3.1: HCl
4.1: pyridine; chlorotrimethylsilane / 20 °C
4.2: 20 °C
5.1: 74 percent / SnCl2; AgClO4; molecular sieves 4 Angstroem / H2O; diethyl ether
6.1: 76 percent / H2 / Pd/C / ethanol
View Scheme

2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propandiol Specification

The 1,3-Propanediol,2-amino-2-[2-(4-octylphenyl)ethyl]-, with CAS registry number 162359-55-9, has the systematic name of 2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol. Besides this, it is also called 1,3-Propanediol, 2-amino-2-(2-(4-octylphenyl)ethyl)-. Its classification codes are Immunologic Factors and Immunosuppressive Agents. And the chemical formula of this chemical is C19H33NO2.

Physical properties of 1,3-Propanediol,2-amino-2-[2-(4-octylphenyl)ethyl]-: (1)ACD/LogP: 5.25; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.18; (4)ACD/LogD (pH 7.4): 2.89; (5)ACD/BCF (pH 5.5): 4.85; (6)ACD/BCF (pH 7.4): 24.9; (7)ACD/KOC (pH 5.5): 14.38; (8)ACD/KOC (pH 7.4): 73.9; (9)#H bond acceptors: 3; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 21.7 Å2; (13)Index of Refraction: 1.531; (14)Molar Refractivity: 93.61 cm3; (15)Molar Volume: 302.3 cm3; (16)Polarizability: 37.11×10-24cm3; (17)Surface Tension: 43.4 dyne/cm; (18)Density: 1.016 g/cm3; (19)Flash Point: 243.8 °C; (20)Enthalpy of Vaporization: 78.35 kJ/mol; (21)Boiling Point: 479.5 °C at 760 mmHg; (22)Vapour Pressure: 5.28E-10 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: OCC(N)(CCc1ccc(cc1)CCCCCCCC)CO
(2)InChI: InChI=1/C19H33NO2/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22/h9-12,21-22H,2-8,13-16,20H2,1H3
(3)InChIKey: KKGQTZUTZRNORY-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C19H33NO2/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22/h9-12,21-22H,2-8,13-16,20H2,1H3
(5)Std. InChIKey: KKGQTZUTZRNORY-UHFFFAOYSA-N

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