Conditions | Yield |
---|---|
With pyridine; dmap at 25℃; | 94% |
With sodium hydroxide In butanone at 40℃; for 6h; Reagent/catalyst; Temperature; Solvent; | 93.6% |
dmap; triethylamine In dichloromethane at 25℃; | 85% |
Conditions | Yield |
---|---|
Stage #1: succinic acid With dicyclohexyl-carbodiimide; dmap In dichloromethane for 0.166667 - 0.25h; Ultrasonication; Stage #2: Tocopherol In dichloromethane at 25℃; | 73% |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: durch Chlormethylierung und Reduktion 2: pyridine View Scheme |
5,8-dimethyltocol
vitamin E succinate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: durch Chlormethylierung und Reduktion 2: pyridine View Scheme |
1-azido-5-aminopentane
vitamin E succinate
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; | 100% |
2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol
vitamin E succinate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran; ethyl acetate at 20 - 25℃; | 98% |
8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
vitamin E succinate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h; | 96% |
3-(4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl)phenol
vitamin E succinate
α-tocopheryl hemisuccinate
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(dimethylamino)pyridinium tosylate In 1-methyl-pyrrolidin-2-one; dichloromethane at 20℃; for 19h; | 95% |
vitamin E succinate
Conditions | Yield |
---|---|
With calcium hydroxide In methanol at 58 - 60℃; for 2h; Product distribution / selectivity; | 94.73% |
With calcium oxide In methanol at 28 - 60℃; for 2h; Product distribution / selectivity; | 88.18% |
With calcium carbonate In methanol at 58 - 60℃; for 2h; Product distribution / selectivity; | 76.36% |
With calcium carbonate In Carbon dioxide at 120℃; under 228015 Torr; for 1h; Reaction medium: CO2 as a supercritical fluid; |
4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl
vitamin E succinate
Conditions | Yield |
---|---|
In tetrahydrofuran; ethyl acetate at 20 - 25℃; | 93% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 55℃; for 24h; | 88% |
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h; | 87.144% |
vitamin E succinate
L-Pyroglutamic acid
B
N-methylmorpholine hydrochloride
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0 - 20℃; for 1.75h; Stage #2: L-Pyroglutamic acid With triethylamine In tetrahydrofuran; DMF (N,N-dimethyl-formamide); water at 0 - 20℃; Stage #3: With hydrogenchloride In dichloromethane; water | A 87% B n/a |
taxol
vitamin E succinate
2'-O-(4''-O-tocopherylsuccinoyl)paclitaxel
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃; Stage #2: taxol With triethylamine In tetrahydrofuran at 20℃; | 84.6% |
With dmap; diisopropyl-carbodiimide In chloroform at 20℃; | |
With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride |
bromoacetic acid tert-butyl ester
vitamin E succinate
3-(D-α-tocopheryloxycarbonyl)propionyloxyacetic acid
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With tetra(n-butyl)ammonium hydroxide In water Stage #2: bromoacetic acid tert-butyl ester In 1-methyl-pyrrolidin-2-one at 0℃; for 1h; Inert atmosphere; Stage #3: With triethylsilane; trifluoroacetic acid In 1-methyl-pyrrolidin-2-one; dichloromethane at 23℃; for 1.2h; Inert atmosphere; | 84% |
7-ethyl-10-hydroxycamptothecin
vitamin E succinate
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20℃; for 24h; Stage #2: 7-ethyl-10-hydroxycamptothecin With triethylamine In methylene chloride; N,N-dimethyl acetamide at 20℃; for 1470h; Product distribution / selectivity; | 83.9% |
Stage #1: 7-ethyl-10-hydroxycamptothecin; vitamin E succinate In 1-methyl-pyrrolidin-2-one; dichloromethane for 0.0833333h; Sonication; Cooling with ice; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(dimethylamino)pyridinium tosylate at 20℃; for 2.16667h; | 80% |
With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; | 70% |
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃; Stage #2: 7-ethyl-10-hydroxycamptothecin With triethylamine In tetrahydrofuran at 20℃; Product distribution / selectivity; | 57.2% |
vitamin E succinate
5,6-O-isopropylidene-L-ascorbic acid
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide; dmap In tetrahydrofuran; ethyl acetate at 25℃; for 8h; | 81% |
17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol
vitamin E succinate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 78% |
2-((2-hydroxyethyl)disulfanyl) ethyl methacrylate
vitamin E succinate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Darkness; | 73% |
vitamin E succinate
Conditions | Yield |
---|---|
With nitric acid; acetic acid at 20℃; for 0.5h; | 68% |
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere; | 67% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere; | 67% |
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide for 2h; Stage #2: glycine-phenylananine-leucine-glycine In dimethyl sulfoxide at 20℃; for 24h; | 63% |
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dimethyl sulfoxide at 20℃; for 20h; Stage #2: ethylenediamine In dimethyl sulfoxide at 20℃; for 24h; | 60% |
Conditions | Yield |
---|---|
With dmap; 2-chloro-1-methyl-pyridinium iodide In N,N-dimethyl acetamide at 20 - 50℃; for 28h; | 55.2% |
(S)-10-hydroxycamptothecin
vitamin E succinate
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃; for 24h; Stage #2: (S)-10-hydroxycamptothecin With triethylamine In methylene chloride; N,N-dimethyl acetamide at 20℃; for 24.0833h; Product distribution / selectivity; | 52.5% |
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃; Stage #2: (S)-10-hydroxycamptothecin With triethylamine In tetrahydrofuran at 20℃; Product distribution / selectivity; | 48.4% |
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(dimethylamino)pyridinium tosylate In 1-methyl-pyrrolidin-2-one; dichloromethane at 20℃; for 2.83333h; Cooling with ice; | 52% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In chloroform | 49% |
vitamin E succinate
α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene)
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 45% |
vitamin E succinate
Conditions | Yield |
---|---|
With dmap; 2-chloro-1-methyl-pyridinium iodide In 1,4-dioxane at 20℃; for 24h; | 44.82% |
heptacyclo<6.6.0.02,6.03,13.04,11.05,9.010,14>tetradecane-7,12-diol
vitamin E succinate
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: heptacyclo<6.6.0.02,6.03,13.04,11.05,9.010,14>tetradecane-7,12-diol In N,N-dimethyl-formamide for 18h; Inert atmosphere; | 38% |
Conditions | Yield |
---|---|
Stage #1: vitamin E succinate With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 0.333333h; Stage #2: vitamin D3 In dichloromethane at 20℃; for 18h; Absence of light; | 35% |
The Vitamin E succinate, with the CAS registry number 4345-03-3 and EINECS registry number 224-403-8, has the systematic name of 4-oxo-4-({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl}oxy)butanoic acid. And the molecular formula of this chemical is C33H54O5.This white powder belongs to the following product categories: Vitamins and derivatives; Vitamin Ingredients.
The Vitamin E succinate is an ester, and insoluble in water. Reacts with acids, it will liberate heat along with alcohols and acids. And it should be stored at 2-8°C. What's more, it is s kind of food additive, and used as nutritional supplementfor various of food.
The physical properties of Vitamin E succinate are as following: (1)ACD/LogP: 11.88; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 10.7; (4)ACD/LogD (pH 7.4): 8.91; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 673096.5; (7)ACD/KOC (pH 5.5): 4596779.5; (8)ACD/KOC (pH 7.4): 74034.62; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 17; (12)Polar Surface Area: 61.83 Å2; (13)Index of Refraction: 1.498; (14)Molar Refractivity: 155.35 cm3; (15)Molar Volume: 529.6 cm3; (16)Polarizability: 61.58×10-24cm3; (17)Surface Tension: 37.5 dyne/cm; (18)Density: 1.002 g/cm3; (19)Flash Point: 187 °C; (20)Enthalpy of Vaporization: 97.39 kJ/mol; (21)Boiling Point: 625.8 °C at 760 mmHg; (22)Vapour Pressure: 1.58E-16 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCC(=O)Oc2c(c(c1O[C@](CCc1c2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)C
(2)InChI: InChI=1/C33H54O5/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-20-33(8)21-19-28-27(7)31(25(5)26(6)32(28)38-33)37-30(36)18-17-29(34)35/h22-24H,9-21H2,1-8H3,(H,34,35)/t23-,24-,33-/m1/s1
(3)InChIKey: IELOKBJPULMYRW-NJQVLOCABQ
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD50 | oral | > 7gm/kg (7000mg/kg) | Journal of Agricultural and Food Chemistry. Vol. 25, Pg. 273, 1977. |
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