Product Name

  • Name

    D-alpha-Tocopheryl acetate

  • EINECS 200-405-4
  • CAS No. 58-95-7
  • Article Data58
  • CAS DataBase
  • Density 0.941 g/cm3
  • Solubility <0.1 g/100 mL at 17 °C in water
  • Melting Point ~25 °C(lit.)
  • Formula C31H52O3
  • Boiling Point 485.3 °C at 760 mmHg
  • Molecular Weight 472.752
  • Flash Point 235.6 °C
  • Transport Information
  • Appearance off-white crystalline solid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 58-95-7 (D-alpha-Tocopheryl acetate)
  • Hazard Symbols
  • Synonyms E-Vicotrat;Endo E Dompe;Ephynal acetate;Epsilan-M;Erevit;Nanotopes;Natur-E granulate;Tofaxin;Tokoferol acetate;2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate,[2R-[2R*(4R*,8R*)]]-;2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, acetate,(2R)- (9CI);Vitamin E acetate (7CI);a-Tocopherol acetate (6CI);(+)-a-Tocopherol acetate;(+)-a-Tocopheryl acetate;(2R,4'R,8'R)-a-Tocopherolacetate;(2R,4'R,8'R)-a-Tocopheryl acetate;(R,R,R)-a-Tocopheryl acetate;Alfacol;Combinal E;Contopheron;Copherol F 1250C;Covitol;
  • PSA 35.53000
  • LogP 9.05990

Synthetic route

acetic anhydride
108-24-7

acetic anhydride

Tocopherol
59-02-9

Tocopherol

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
With dmap In toluene at 65℃; for 5h; Solvent; Large scale;99.37%
indium(III) triflate at 25 - 32℃; for 4.66667h; Product distribution / selectivity;97%
11percent Ca +50 percent Na on SiO2 prepared from Ca(OH)2 + Na silicate at 100℃; for 3.5h;97.7%
isophytol
505-32-8

isophytol

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
92%
acetic acid
64-19-7

acetic acid

Tocopherol
59-02-9

Tocopherol

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
With 1H,4H-piperazine-N,N'-diium hydrogensulfate at 80℃; for 4h;89.2%
isophytol
505-32-8

isophytol

boric acid
11113-50-1

boric acid

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; oxalic acid; acetic anhydride In tetralin; n-heptane89%
Tocopherol
59-02-9

Tocopherol

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

dl-α-tocopheryl acetate
186537-57-5

dl-α-tocopheryl acetate

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
durch fraktionierte Krystallisation;
acetic anhydride
108-24-7

acetic anhydride

Tocopherol
59-02-9

Tocopherol

A

acetic acid
64-19-7

acetic acid

B

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
With sulfuric acid at 60℃; Kinetics; Equilibrium constant; Further Variations:; Temperatures; Acetylation;
...Expand
Vitamin E benzyl ether
59965-06-9

Vitamin E benzyl ether

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / Pd/C
2: pyridine
View Scheme
(S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol p-toluenesulfonate
59965-21-8

(S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol p-toluenesulfonate

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 93 percent / Li2CuCl4
2: H2 / Pd/C
3: pyridine
View Scheme
C14H29BrMg

C14H29BrMg

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 93 percent / Li2CuCl4
2: H2 / Pd/C
3: pyridine
View Scheme
4-acetoxy-2,3,5-trimethyl-6-butoxymethyl-1-hydroxybenzene
219718-22-6

4-acetoxy-2,3,5-trimethyl-6-butoxymethyl-1-hydroxybenzene

2,6,10,14-tetramethyl-1-pentadecene
2140-82-1, 60976-73-0

2,6,10,14-tetramethyl-1-pentadecene

A

4-acetoxy-2,3,5-trimethylphenol
36592-62-8

4-acetoxy-2,3,5-trimethylphenol

B

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
In butan-1-ol
...Expand
acetic anhydride
108-24-7

acetic anhydride

acetic acid
64-19-7

acetic acid

Tocopherol
59-02-9

Tocopherol

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

...Expand
C39H55ClO5
1169860-40-5

C39H55ClO5

acetic anhydride
108-24-7

acetic anhydride

A

2S,4'R,8'R-α-tocopheryl acetate
54165-54-7

2S,4'R,8'R-α-tocopheryl acetate

B

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
Stage #1: C39H55ClO5 With lithium aluminium tetrahydride In tetrahydrofuran for 18h; Reflux;
Stage #2: acetic anhydride In pyridine at 25℃; for 4h;
Stage #3: With chiral Iridium catalyst; hydrogen In dichloromethane at 25℃; under 37503.8 Torr; for 3h;
...Expand
(R)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl)chroman-6-yl acetate
403815-06-5

(R)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl)chroman-6-yl acetate

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
With C30H42IrNOP(1+)*C32H12BF24(1-); hydrogen In dichloromethane at 20℃; under 37503.8 Torr; for 2h; optical yield given as %de; stereoselective reaction;
2,3,5-trimethyl-1,4-hydroquinone diacetate
7479-28-9

2,3,5-trimethyl-1,4-hydroquinone diacetate

2-methylbut-3-en-2-ol

2-methylbut-3-en-2-ol

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Conditions
ConditionsYield
With hydrogenchloride; acetic anhydride; acetic acid at 70℃; for 1h; Reagent/catalyst; Solvent; Temperature; Industrial scale;
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-chromen-6-yl acetate
113892-10-7

(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-chromen-6-yl acetate

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 24h; Heating;93%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 4h; Heating / reflux;88%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 24h; Heating / reflux;88%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene Oxidation; Heating;72%
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

acetic acid 3,4-dihydro-5-nitromethyl-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl ester

acetic acid 3,4-dihydro-5-nitromethyl-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl ester

Conditions
ConditionsYield
With nitric acid; acetic acid Ambient temperature;75%
With nitric acid; acetic acid; sodium nitrite at 20℃; for 0.5h;74%
2,2,2-trifluoroethyl 2-(4-bromophenyl)-2-diazoacetate

2,2,2-trifluoroethyl 2-(4-bromophenyl)-2-diazoacetate

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

C41H58BrF3O5

C41H58BrF3O5

Conditions
ConditionsYield
With tetrakis[(R)-(1-adamantyl)-(N-phthalimido)acetate]dirhodium(II) In dichloromethane at 24℃; diastereoselective reaction;60%
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

2-[(3R,7R,11R)-3-hydroxy-3,7,11,15-tetramethylhexadecyl]-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione
7559-04-8

2-[(3R,7R,11R)-3-hydroxy-3,7,11,15-tetramethylhexadecyl]-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In ethanol; water at 25℃; for 10h;42%
Multi-step reaction with 2 steps
1: potassium hydroxide / ethanol / 1 h / 10 °C
2: iron(III) chloride; water
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

A

acetic acid
64-19-7

acetic acid

B

Tocopherol
59-02-9

Tocopherol

Conditions
ConditionsYield
With dimyristoylphosphatidylcholine; Tris buffer; sodium cholate Rate constant; pure porcine cholesterol esterase (PCE); other bile salts, other carboxylic ester hydrolase;
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Tocopherol
59-02-9

Tocopherol

Conditions
ConditionsYield
With cholesterol esterase; tris-buffer; chenodeoxycholate; dimyristoylphosphatidylcholine at 37℃; initial rates of the reaction; other dihydroxy and trihydroxy bile salts; also epimeric tocopheryl acetate;
With dimyristoylphosphatidylcholine; bovine cholesterol esterase; Tris buffer; sodium chloride at 37℃; also racemic and epimeric tocopherol; noncompetitive and competitive hydrolysis; other enzyme;
Stage #1: RRR-α-tocopheryl acetate With ethanol; potassium hydroxide at 10 - 12℃; for 1h; Industry scale;
Stage #2: With hydrogenchloride In ethanol; water
acetic acid
64-19-7

acetic acid

RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

A

acetic anhydride
108-24-7

acetic anhydride

B

Tocopherol
59-02-9

Tocopherol

Conditions
ConditionsYield
With sulfuric acid at 60℃; Equilibrium constant; Further Variations:; Temperatures; Hydrolysis;
...Expand
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromene-5,6-dione
131615-85-5

2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromene-5,6-dione

Conditions
ConditionsYield
With nitric acid; acetic acid In dichloromethane at 20℃; for 0.5h;
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

(2R,4'R,8'R)-α-tocopherol acetate radical cation

(2R,4'R,8'R)-α-tocopherol acetate radical cation

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

4,6,7-trimethyl-2-[(E)-1-methyl-1-butenyl]benzo[b]furan-5-ol

4,6,7-trimethyl-2-[(E)-1-methyl-1-butenyl]benzo[b]furan-5-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 93 percent / DDQ / toluene / 24 h / Heating
2: 74 percent / NBS / 1,2-dimethoxy-ethane; H2O / 24 h / 4 °C
3: 8 percent / ZnO / ethanol / 4 h / 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

6-hydroxy-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanone
428505-71-9

6-hydroxy-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 93 percent / DDQ / toluene / 24 h / Heating
2: 74 percent / NBS / 1,2-dimethoxy-ethane; H2O / 24 h / 4 °C
3: 75 percent / ZnO / ethanol / 4 h / 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

2,3,7-trimethyl-7-(4,8,12-trimethyltridecyl)-1,4,5,6,7,8-hexahydro-1,4,5-naphthalenetrione

2,3,7-trimethyl-7-(4,8,12-trimethyltridecyl)-1,4,5,6,7,8-hexahydro-1,4,5-naphthalenetrione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 93 percent / DDQ / toluene / 24 h / Heating
2: 74 percent / NBS / 1,2-dimethoxy-ethane; H2O / 24 h / 4 °C
3: 75 percent / ZnO / ethanol / 4 h / 20 °C
4: 6 percent / sodium dodecyl sulfate; aq. H2O2 / aq. phosphate buffer / 72 h / 20 °C / pH 6
View Scheme
Multi-step reaction with 5 steps
1: 93 percent / DDQ / toluene / 24 h / Heating
2: 74 percent / NBS / 1,2-dimethoxy-ethane; H2O / 24 h / 4 °C
3: 75 percent / ZnO / ethanol / 4 h / 20 °C
4: 11 percent / sodium dodecyl sulfate / aq. phosphate buffer / 72 h / 20 °C / pH 6
5: H2O2 / 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

5,8-dihydroxy-3,6,7-trimethyl-3-(4,8,12-trimethyltridecyl)-1,2,3,4-tetrahydro-1-naphthalenone

5,8-dihydroxy-3,6,7-trimethyl-3-(4,8,12-trimethyltridecyl)-1,2,3,4-tetrahydro-1-naphthalenone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 93 percent / DDQ / toluene / 24 h / Heating
2: 74 percent / NBS / 1,2-dimethoxy-ethane; H2O / 24 h / 4 °C
3: 75 percent / ZnO / ethanol / 4 h / 20 °C
4: 11 percent / sodium dodecyl sulfate / aq. phosphate buffer / 72 h / 20 °C / pH 6
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

6-acetoxy-3-bromo-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanol
428505-70-8

6-acetoxy-3-bromo-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / DDQ / toluene / 24 h / Heating
2: 74 percent / NBS / 1,2-dimethoxy-ethane; H2O / 24 h / 4 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-2H-chromen-6-ol
113892-09-4

(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-2H-chromen-6-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / DDQ / toluene / Heating
2: 76 percent / K2CO3 / methanol / 8 h / 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

Diazo-acetic acid (2R,3S)-6-hydroxy-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman-3-yl ester

Diazo-acetic acid (2R,3S)-6-hydroxy-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman-3-yl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 72 percent / DDQ / toluene / Heating
2.1: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3.1: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4.1: 85 percent / Jacobsen's (S,S)-Salen reagent; 4-(3-phenylpropyl)pyridine N-oxide; aq. NaOCl / CH2Cl2 / 2 h / 0 °C
5.1: 24.1 mg / LiAlH4; AlCl3 / tetrahydrofuran / 3 h / 0 °C
6.1: dimethylaniline / CH2Cl2 / 0.25 h
6.2: Et3N / CH2Cl2 / 0 - 20 °C
7.1: TBAF / tetrahydrofuran / 0 - 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: 72 percent / DDQ / toluene / Heating
2.1: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3.1: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4.1: 44.3 percent / H2O; NBS / 1,2-dimethoxy-ethane / 0 - 4 °C
5.1: NaH / tetrahydrofuran / 6 h / 20 °C
6.1: 24.1 mg / LiAlH4; AlCl3 / tetrahydrofuran / 3 h / 0 °C
7.1: dimethylaniline / CH2Cl2 / 0.25 h
7.2: Et3N / CH2Cl2 / 0 - 20 °C
8.1: TBAF / tetrahydrofuran / 0 - 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

(2R,3R)-6-hydroxy-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-3-yl 2-diazoacetate

(2R,3R)-6-hydroxy-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-3-yl 2-diazoacetate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 72 percent / DDQ / toluene / Heating
2.1: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3.1: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4.1: 85 percent / Jacobsen's (R,R)-Salen reagent; 4-(3-phenylpropyl)pyridine N-oxide; aq. NaOCl / CH2Cl2 / 2 h / 0 °C
5.1: 25.2 mg / LiAlH4; AlCl3 / tetrahydrofuran / 3 h / 0 °C
6.1: dimethylaniline / CH2Cl2 / 0.25 h
6.2: 82.7 percent / Et3N / CH2Cl2 / 0 - 20 °C
7.1: 85 percent / TBAF / tetrahydrofuran / 0 - 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: 72 percent / DDQ / toluene / Heating
2.1: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3.1: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4.1: 51.8 percent / H2O; NBS / 1,2-dimethoxy-ethane / 0 - 4 °C
5.1: NaH / tetrahydrofuran / 6 h / 20 °C
6.1: 25.2 mg / LiAlH4; AlCl3 / tetrahydrofuran / 3 h / 0 °C
7.1: dimethylaniline / CH2Cl2 / 0.25 h
7.2: 82.7 percent / Et3N / CH2Cl2 / 0 - 20 °C
8.1: 85 percent / TBAF / tetrahydrofuran / 0 - 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

6-{[tert-butyl(dimethyl)-silyl]-oxy}-(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-2H-chromene
269726-01-4

6-{[tert-butyl(dimethyl)-silyl]-oxy}-(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-2H-chromene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 72 percent / DDQ / toluene / Heating
2: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

(1aS,2R,7bS)-2,4,5,7-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-1a,7b-dihydro-2H-oxireno[2,3-c]chromen-6-yl tert-butyl(dimethyl)silyl ether
269725-99-7

(1aS,2R,7bS)-2,4,5,7-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-1a,7b-dihydro-2H-oxireno[2,3-c]chromen-6-yl tert-butyl(dimethyl)silyl ether

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 72 percent / DDQ / toluene / Heating
2: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4: 85 percent / Jacobsen's (S,S)-Salen reagent; 4-(3-phenylpropyl)pyridine N-oxide; aq. NaOCl / CH2Cl2 / 2 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: 72 percent / DDQ / toluene / Heating
2: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4: 44.3 percent / H2O; NBS / 1,2-dimethoxy-ethane / 0 - 4 °C
5: NaH / tetrahydrofuran / 6 h / 20 °C
View Scheme
RRR-α-tocopheryl acetate
58-95-7

RRR-α-tocopheryl acetate

(1aR,2R,7bR)-2,4,5,7-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-1a,7b-dihydro-2H-oxireno[2,3-c]chromen-6-yl tert-butyl(dimethyl)silyl ether
269725-89-5

(1aR,2R,7bR)-2,4,5,7-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tridecyl]-1a,7b-dihydro-2H-oxireno[2,3-c]chromen-6-yl tert-butyl(dimethyl)silyl ether

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 72 percent / DDQ / toluene / Heating
2: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4: 85 percent / Jacobsen's (R,R)-Salen reagent; 4-(3-phenylpropyl)pyridine N-oxide; aq. NaOCl / CH2Cl2 / 2 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: 72 percent / DDQ / toluene / Heating
2: 76 percent / K2CO3 / methanol / 8 h / 20 °C
3: 98 percent / 2,6-lutidine / CH2Cl2 / 3.5 h / 20 °C
4: 51.8 percent / H2O; NBS / 1,2-dimethoxy-ethane / 0 - 4 °C
5: NaH / tetrahydrofuran / 6 h / 20 °C
View Scheme

D-alpha-Tocopheryl acetate Chemical Properties

D-α-Tocopheryl acetate(58-95-7) is also named as D-alpha-Tocopheryl acetate;(2r,4’r,8’r)-alpha-tocopherylacetate;(2R,4’R,8’R)-O-Acetyl-α-tocopherol;(r,r,r)-alpha-tocopherylacetate;[2R-[2R*(4R8,8R*)]]-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol acetate;2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-,acetate,(+)-6-chromano,and so on.D-α-Tocopheryl acetate(58-95-7) is odorless off-white crystals.

CAS: 58-95-7
Molecular Formula: C31H52O3
Molecular Weight: 472.74
Molecular structure:
EINECS: 231-710-0
Melting point:  ~25 °C(lit.)
alpha:  3 °(c=2, in ethanol 25 °C)
Boiling point:  224 °C0.3 mm Hg(lit.)
Density:  0.953 g/mL at 25 °C(lit.)
Refractive index:  n20/D 1.496(lit.)
Flash point:  >230 °F
Storage temp.:  2-8°C
Form:  oil or semi-solid
Color:  yellow
Water Solubility:  <0.1 g/100 mL at 17 °C
Merck:  9495

D-alpha-Tocopheryl acetate Uses

D-α-Tocopheryl acetate(58-95-7) is mainly used for habitual abortion, threatened abortion, infertility and menopausal disorder embolism treatment.

D-alpha-Tocopheryl acetate Toxicity Data With Reference

RTECS:  GP8280000

D-alpha-Tocopheryl acetate Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.

Safety Statements:  24/25
WGK Germany:  1

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