Product Name

  • Name

    N-[1,1-Bis[(acetyloxy)methyl]-3-(4-octylphenyl)propyl]acetamide

  • EINECS 1592732-453-0
  • CAS No. 162358-09-0
  • Article Data6
  • CAS DataBase
  • Density 1.043g/cm3
  • Solubility
  • Melting Point
  • Formula C25H39NO5
  • Boiling Point 582.22 °C at 760 mmHg
  • Molecular Weight 433.588
  • Flash Point 305.916 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 162358-09-0 (N-[1,1-Bis[(acetyloxy)methyl]-3-(4-octylphenyl)propyl]acetamide)
  • Hazard Symbols
  • Synonyms 2-Acetoxymethyl-2-acetylamino-4-(4-octylphenyl)acetic Acid Butyl Ester;2-acetamido-2-(4-octylphenethyl)propane-1,3-diyl diacetate;
  • PSA 81.70000
  • LogP 4.91420

Synthetic route

2-acetamido-2-[2-(4-octanoylphenyl)ethyl]propane-1,3-diol diacetate
249289-07-4

2-acetamido-2-[2-(4-octanoylphenyl)ethyl]propane-1,3-diol diacetate

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 2h;95%
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃;6.3 g
acetic anhydride
108-24-7

acetic anhydride

N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide
249289-10-9

N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
With pyridine at 20℃; for 16h; Acetylation;8.25 g
Stage #1: N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide With pyridine
Stage #2: acetic anhydride at 0 - 5℃;
n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Multi-step reaction with 8 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
View Scheme
Multi-step reaction with 7 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
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / 1,2-dichloro-ethane / 1.5 h / -15 - -10 °C / Inert atmosphere
1.2: 19 h / -15 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C
View Scheme
acetic acid phenethyl ester
103-45-7

acetic acid phenethyl ester

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Multi-step reaction with 8 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
View Scheme
Multi-step reaction with 7 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
View Scheme
2-acetylaminomalonic acid diethyl ester
1068-90-2

2-acetylaminomalonic acid diethyl ester

(+-)-<2-bromo-ethyl>-phenyl-phosphinic acid ethyl ester

(+-)-<2-bromo-ethyl>-phenyl-phosphinic acid ethyl ester

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme
diethyl 2-acetamido-2-[2-(4-octylphenyl)ethyl]malonate
162358-08-9

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

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
2: 8.25 g / pyridine / 16 h / 20 °C
View Scheme
With pyridine; sodium borohydrid; acetic anhydride In methanol
Multi-step reaction with 2 steps
1.1: calcium acetate / isopropyl alcohol / 0.5 h / 10 - 15 °C
1.2: 10 - 15 °C
2.1: pyridine / 0.08 h
2.2: 0 - 5 °C
View Scheme
Multi-step reaction with 2 steps
1.1: calcium acetate / isopropyl alcohol / 0.5 h / 10 - 15 °C
1.2: 10 - 15 °C
2.1: pyridine
2.2: 0 - 5 °C
View Scheme
2-acetamido-1,3-diacetoxy-2-(2-phenylethyl)propane
162359-95-7

2-acetamido-1,3-diacetoxy-2-(2-phenylethyl)propane

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride; 1,2-dichloro-ethane / 18.5 h / 0 - 20 °C
2: palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / 1,2-dichloro-ethane / 1.5 h / -15 - -10 °C / Inert atmosphere
1.2: 19 h / -15 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C
View Scheme
1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: caesium carbonate / dimethyl sulfoxide / 6 h / 65 °C
2: sodium tetrahydroborate / methanol / 18 h / 0 - 20 °C
3: pyridine / 15 h / 20 °C
4: aluminum (III) chloride; 1,2-dichloro-ethane / 18.5 h / 0 - 20 °C
5: palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 20 °C
View Scheme
4'-(2-hydroxyethyl)octanophenone
219307-07-0

4'-(2-hydroxyethyl)octanophenone

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: palladium 10% on activated carbon; hydrogen / 0 h / 0.4 °C / Autoclave
2.1: sodium hydroxide / water; methanol / 0.2 - 0.3 °C
3.1: sodium iodide / butanone / 0.67 h / 0.8 - 0.85 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0.45 - 0.5 °C / Inert atmosphere
4.2: 0.4 - 0.45 °C / Inert atmosphere
5.1: calcium chloride / water; isopropyl alcohol / 0 h / 0.2 - 0.3 °C
5.2: 0.01 h / 0 - 0.5 °C
5.3: 0 h / 0.15 - 0.5 °C
View Scheme
acetic anhydride
108-24-7

acetic anhydride

diethyl 2-acetamido-2-[2-(4-octylphenyl)ethyl]malonate
162358-08-9

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

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Stage #1: diethyl 2-acetamido-2-[2-(4-octylphenyl)ethyl]malonate With calcium chloride In water; isopropyl alcohol at 0.2 - 0.3℃; for 0.00166667h;
Stage #2: With sodium tetrahydroborate In water; isopropyl alcohol at 0 - 0.5℃; for 0.005h;
Stage #3: acetic anhydride With dmap In dichloromethane at 0.15 - 0.5℃; for 0.002h; Solvent; Reagent/catalyst; Temperature;		75 g
acetyl chloride
75-36-5

acetyl chloride

N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide
249289-10-9

N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

Conditions
ConditionsYield
Stage #1: N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide With pyridine for 0.0833333h;
Stage #2: acetyl chloride at 0 - 5℃;
2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

fingolimod hydrochloride

fingolimod hydrochloride

Conditions
ConditionsYield
Stage #1: 2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate With methanol; water; lithium hydroxide Reflux;
Stage #2: With hydrogenchloride In water; ethyl acetate; isopropyl alcohol at 50 - 70℃; for 0.5h;		86.03%
With hydrogenchloride In water at 100℃; for 1h;79%
Multi-step reaction with 2 steps
1: sodium hydroxide / water; methanol / 2 h / Reflux
2: hydrogenchloride / water; methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: lithium hydroxide / methanol / 2 h / Reflux
2: hydrogenchloride / isopropyl alcohol; ethyl acetate / 1 h / 70 - 80 °C
View Scheme
2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

fingolimod
162359-55-9

fingolimod

Conditions
ConditionsYield
With lithium hydroxide In methanol for 2h; Hydrolysis; Heating;
With sodium hydroxide In methanol; water for 2h; Reagent/catalyst; Reflux;70 g
With lithium hydroxide In methanol for 2h; Reflux;
2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

A

acetic acid 2-acetoxymethyl-2-acetylamino-4-(3-bromo-4-octylphenyl)butyl ester
851039-26-4

acetic acid 2-acetoxymethyl-2-acetylamino-4-(3-bromo-4-octylphenyl)butyl ester

B

acetic acid 2-acetoxymethyl-2-acetylamino-4-(2-bromo-4-octylphenyl)butyl ester
851039-28-6

acetic acid 2-acetoxymethyl-2-acetylamino-4-(2-bromo-4-octylphenyl)butyl ester

Conditions
ConditionsYield
With N-Bromosuccinimide In acetic acid at 20℃; for 730.5h;
2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

C25H38FNO5
1609282-73-6

C25H38FNO5

Conditions
ConditionsYield
With (S,S)-chloro[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-[4,6-bis(1,1-dimethylethyl)phenolato]](2-)-N,N',O,O'-manganese; iodosylbenzene; triethylamine tris(hydrogen fluoride) In acetonitrile at 50℃; Schlenk technique; Inert atmosphere;
2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate
162358-09-0

2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate

C25H38(18)FNO5
1609282-63-4

C25H38(18)FNO5

Conditions
ConditionsYield
Stage #1: 2-acetamido-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol diacetate With (R,R)-Mn(salen)OTs; potassium carbonate In water; acetone at 20℃; for 0.0166667h;
Stage #2: With iodosylbenzene In water; acetone at 50℃; for 0.166667h; regioselective reaction;

N-[1,1-Bis[(acetyloxy)methyl]-3-(4-octylphenyl)propyl]acetamide Specification

The N-[1,1-Bis[(acetyloxy)methyl]-3-(4-octylphenyl)propyl]acetamide, with CAS registry number 162358-09-0, belongs to the following product categories: (1)Aromatics Compounds; (2)Aromatics. It has the systematic name of 2-(acetylamino)-2-[(acetyloxy)methyl]-4-(4-octylphenyl)butyl acetate. And the chemical formula of this chemical is C25H39NO5.

Physical properties of N-[1,1-Bis[(acetyloxy)methyl]-3-(4-octylphenyl)propyl]acetamide: (1)ACD/LogP: 5.63; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6; (4)ACD/LogD (pH 7.4): 6; (5)ACD/BCF (pH 5.5): 39397; (6)ACD/BCF (pH 7.4): 39397; (7)ACD/KOC (pH 5.5): 67767; (8)ACD/KOC (pH 7.4): 67767; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 17; (12)Polar Surface Area: 81.7 Å2; (13)Index of Refraction: 1.499; (14)Molar Refractivity: 121.984 cm3; (15)Molar Volume: 415.617 cm3; (16)Polarizability: 48.358×10-24cm3; (17)Surface Tension: 38.43 dyne/cm; (18)Density: 1.043 g/cm3; (19)Flash Point: 305.916 °C; (20)Enthalpy of Vaporization: 87.049 kJ/mol; (21)Boiling Point: 582.22 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC(NC(=O)C)(CCc1ccc(cc1)CCCCCCCC)COC(=O)C)C
(2)InChI: InChI=1/C25H39NO5/c1-5-6-7-8-9-10-11-23-12-14-24(15-13-23)16-17-25(26-20(2)27,18-30-21(3)28)19-31-22(4)29/h12-15H,5-11,16-19H2,1-4H3,(H,26,27)
(3)InChIKey: GNDIBYIKXCMJGO-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C25H39NO5/c1-5-6-7-8-9-10-11-23-12-14-24(15-13-23)16-17-25(26-20(2)27,18-30-21(3)28)19-31-22(4)29/h12-15H,5-11,16-19H2,1-4H3,(H,26,27)
(5)Std. InChIKey: GNDIBYIKXCMJGO-UHFFFAOYSA-N

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