4-(n-octadecyloxymethyl)-2,2-dimethyl-1,3-dioxolane
batyl alcohol
Conditions | Yield |
---|---|
With hydrogenchloride In water for 4h; Reflux; | 96% |
With hydrogenchloride; methanol for 1h; Heating; Yield given; | |
With sulfuric acid In tetrahydrofuran at 100℃; for 2h; |
Methyl stearate
glycerol
A
batyl alcohol
B
2-octadecyloxy-propane-1,3-diol
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; camphor-10-sulfonic acid; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; regioselective reaction; | A 73% B n/a |
1-[(prop-2'-en-1'-yl)oxy]octadecane
batyl alcohol
Conditions | Yield |
---|---|
With cethyltrimethylammonium permanganate In dichloromethane at 20℃; for 5h; Addition; | 65% |
With Perbenzoic acid; chloroform at 70 - 80℃; beim folgenden Hydrolyse mit wss.-alkoh.H2SO4 oder KOH; | |
With formic acid; sulfuric acid; dihydrogen peroxide Erwaermen des Reaktionsprodukts mit wss.-aethanol.Kalilauge; | |
With dihydrogen peroxide; acetic acid at 70 - 80℃; beim folgenden Hydrolyse mit wss.-alkoh.H2SO4 oder KOH; |
1-monooleoyl glycerol
glycerol
A
batyl alcohol
B
2-octadecyloxy-propane-1,3-diol
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; regioselective reaction; | A 35% B n/a |
octadecanoic acid 2,3-dihydroxypropyl ester
glycerol
A
batyl alcohol
B
2-octadecyloxy-propane-1,3-diol
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; regioselective reaction; | A 34% B n/a |
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; camphor-10-sulfonic acid; hydrogen at 20 - 140℃; under 37503.8 Torr; for 24h; Autoclave; | 30% |
With palladium on activated charcoal; hydrogen at 120℃; under 37503.8 Torr; for 16h; Autoclave; Inert atmosphere; | 29% |
1-octadecyl methanesulfonate
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
batyl alcohol
Conditions | Yield |
---|---|
(i) K, benzene, (ii) /BRN= 1913366/, (iii) aq. HCl, MeOH; Multistep reaction; |
n-octadecyl p-toluenesulfonate
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
batyl alcohol
Conditions | Yield |
---|---|
(i) NaNH2, toluene, (ii) /BRN= 2011780/, (iii) aq. AcOH; Multistep reaction; |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; chloroform |
n-octadecyl p-toluenesulfonate
(2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol; sodium salt
batyl alcohol
Conditions | Yield |
---|---|
(i) NaNH2, toluene, (ii) /BRN= 2011780/, toluene, (iii) aq. HCl, EtOH; Multistep reaction; |
batyl alcohol
Conditions | Yield |
---|---|
(i) AcCl, (ii) Et3N, (iii) H2, NaHCO3, PtO2, Et2O; Multistep reaction; |
octadecyl glycidyl ether
batyl alcohol
Conditions | Yield |
---|---|
With perchloric acid In 1,4-dioxane; water pH 2; |
batyl alcohol
Conditions | Yield |
---|---|
With acetic acid |
batyl alcohol
Conditions | Yield |
---|---|
With acetic acid Erwaermen des Reaktionsprodukts mit wss.Natronlauge; | |
With hydrogenchloride |
batyl alcohol
Conditions | Yield |
---|---|
With glycerol at 210 - 215℃; | |
With glycerol at 210 - 215℃; |
methanol
A
(3S,4R,5S,6S)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol
B
batyl alcohol
Conditions | Yield |
---|---|
With sulfuric acid for 6h; Hydrolysis; methylation; etherification; Heating; | A n/a B 12 mg |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2 / Pd / cyclohexane 2: aq. NaOH / CHCl3; methanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrabutylammonium bromide; potassium hydroxide / 18 h / 35 - 40 °C 2: 903 mg / p-toluenesulfonic acid / tetrahydrofuran; H2O / Heating View Scheme | |
Multi-step reaction with 2 steps 1: NaH / dimethylformamide / 6 h / 60 °C 2: aq. H2SO4 / tetrahydrofuran / 2 h / 100 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydride / toluene / Inert atmosphere; Schlenk technique; Reflux 2: hydrogenchloride / water; methanol / 2 h / Inert atmosphere; Schlenk technique; Reflux View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 75 percent / NaH / tetrahydrofuran 2: aq. p-TsOH / tetrahydrofuran / Heating View Scheme | |
Multi-step reaction with 2 steps 1: NaH / dimethylformamide; petroleum ether / 50 °C 2: 1N HCl / dioxane / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / 48 percent aq. NaOH / TBAB / hexane / 6 h / 45 °C 2: 65 percent / cetyltrimethylammonium permanganate / CH2Cl2 / 5 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: K2CO3 / benzene / 5 h / Heating 2: perchloric acid / dioxane; H2O / pH 2 View Scheme | |
Multi-step reaction with 3 steps 1: 76 percent / pyridine / 5 h / Ambient temperature 2: 1.) KOH / 1.) xylene, 1h, reflux; 2.) xylene, 5h, reflux 3: HCl/methanol / 1 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: Py 2: (i) K, benzene, (ii) /BRN= 1913366/, (iii) aq. HCl, MeOH View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydroxide / neat (no solvent) / 7 h / 70 °C 1.2: 255 1.3: 255 2.1: 1,3-dimethylimidazolim iodide / toluene / 5 h 3.1: sodium hydroxide; ethanol View Scheme |
1-octadecyl methanesulfonate
batyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) KOH / 1.) xylene, 1h, reflux; 2.) xylene, 5h, reflux 2: HCl/methanol / 1 h / Heating View Scheme | |
With hydrogenchloride; potassium hydroxide In methanol; dimethyl sulfoxide |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: H2O2; glacial acetic acid / 70 - 80 °C / beim folgenden Hydrolyse mit wss.-alkoh.H2SO4 oder KOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 - 65 °C 2: H2O2; glacial acetic acid / 70 - 80 °C / beim folgenden Hydrolyse mit wss.-alkoh.H2SO4 oder KOH View Scheme |
Conditions | Yield |
---|---|
Stage #1: 2,3-dibutyroil-1-O-octadecyl glycerol With pancreatin; sodium cholate; sodium cholate; sodium chloride; calcium chloride at 37℃; for 1h; pH=6.5 - 7.2; Trizma-maleate buffer; Stage #2: With hydrogenchloride In water |
1-O-benzoyl3-O-octadecyl-sn-glycerol
batyl alcohol
Conditions | Yield |
---|---|
With ethanol; sodium hydroxide |
Conditions | Yield |
---|---|
With pyridine for 48h; Ambient temperature; | 100% |
With pyridine at 70℃; for 24h; | 96% |
With pyridine |
batyl alcohol
tert-butyldimethylsilyl chloride
<(tert-butyl)dimethylsilyl>oxy-1-(octadecyloxy)-3-propanol-2
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide for 24h; Ambient temperature; | 100% |
With 1H-imidazole 1.) THF, reflux, 5 min, 2.) THF, reflux, 24 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
at 140℃; for 0.0833333h; Inert atmosphere; Sealed tube; | 93% |
Conditions | Yield |
---|---|
With immobilised Candida antarctica lipase In chloroform at 0 - 4℃; for 2h; | 91% |
Conditions | Yield |
---|---|
With immobilised Candida antarctica lipase at 65℃; for 17h; | 90% |
2,3-dimethoxythiophene
batyl alcohol
2-[(octadecyloxy)methyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 72h; Reflux; | 88% |
batyl alcohol
10-phenyl-10-hydroxy-9-anthracenone
1-Octadecyloxy-3-tritylonoxy-2-propanol
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 22h; Heating; | 67.5% |
batyl alcohol
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 4h; Time; Inert atmosphere; | 66% |
batyl alcohol
p-toluenesulfonyl chloride
2-hydroxy-3-(octadecyloxy)propyl p-toluenesulfonate
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 48h; Ambient temperature; | 55% |
With pyridine |
batyl alcohol
1-[(prop-2'-en-1'-yl)oxy]octadecane
Conditions | Yield |
---|---|
With ammonium perrhenate; zinc In benzene at 150℃; for 24h; Inert atmosphere; Sealed tube; | 47% |
With ammonium perrhenate; benzyl alcohol In toluene at 150℃; for 24h; Sealed tube; regioselective reaction; | 83 %Spectr. |
With ammonium perrhenate; 2,4-dimethyl-3-pentanol In toluene at 140℃; for 24h; Sealed tube; regioselective reaction; | 73 %Chromat. |
n-dodecanoyl chloride
batyl alcohol
1-O-octadecyl-3-O-lauroyl-rac-glycerol
Conditions | Yield |
---|---|
With pyridine In chloroform for 1h; Ambient temperature; | 41% |
Lawessons reagent
batyl alcohol
Conditions | Yield |
---|---|
In toluene at 100℃; for 3h; | 37.85% |
batyl alcohol
bromo-triphenyl-methane
1-octadecyloxy-2,3-bis-trityloxy-propane
Conditions | Yield |
---|---|
With pyridine | |
With pyridine |
Conditions | Yield |
---|---|
With potassium hydroxide In xylene Heating; |
batyl alcohol
1-octadecyl methanesulfonate
1,2,3-tri(octadecyloxy)propane
Conditions | Yield |
---|---|
With potassium hydroxide In xylene Heating; |
batyl alcohol
1-octadecyl methanesulfonate
1,3-bis(octadecyloxy)-2-propanol
Conditions | Yield |
---|---|
With potassium hydroxide In xylene Heating; |
batyl alcohol
octadecan-1-yloxyacetaldehyde
Conditions | Yield |
---|---|
With sodium periodate In methanol | |
(i) aq. NaIO4, CHCl3, EtOH, (ii) aq. AcOH; Multistep reaction; | |
With sodium periodate In water; acetone for 1.5h; Ambient temperature; |
batyl alcohol
1-octadecyloxy-3-stearoyloxy-propan-2-ol
Conditions | Yield |
---|---|
In pyridine; chloroform (monoacylation); |
batyl alcohol
1-O-Octadecyl-3-O-benzoyl-2-propanon
Conditions | Yield |
---|---|
(i) (benzoylation), (ii) DCC, DMSO, CF3CO2H; Multistep reaction; |
Molecular Structure of 3-Octadecoxypropane-1,2-diol (CAS NO.51-74-1):
IUPAC Name: 3-Octadecoxypropane-1,2-diol
Empirical Formula: C21H44O3
Molecular Weight: 344.5723
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 22
Polar Surface Area: 27.69Å2
Index of Refraction: 1.464
Molar Refractivity: 104.11 cm3
Molar Volume: 376.9 cm3
Surface Tension: 35.2 dyne/cm
Density: 0.914 g/cm3
Flash Point: 238.7 °C
Enthalpy of Vaporization: 84.6 kJ/mol
Boiling Point: 471.1 °C at 760 mmHg
Vapour Pressure: 7.44E-11 mmHg at 25°C
Classification Code: Drug / Therapeutic Agent
Apperance: white crystalline powder
InChI
InChI=1/C21H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h21-23H,2-20H2,1H3
Smiles
C(CCCCCCCCCCCCCCC)CCOC[C@@H](CO)O
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 750mg/kg (750mg/kg) | National Technical Information Service. Vol. AD691-490, | |
mouse | LD50 | subcutaneous | > 3032mg/kg (3032mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: MUSCLE WEAKNESS | Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 470, 1948. |
Reported in EPA TSCA Inventory.
Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.
3-Octadecoxypropane-1,2-diol , with CAS number of 51-74-1, can be called 1,2-Propanediol, 3- (octadecyloxy)- ; 3-(Octadecyloxy)-1,2-propandiol ; 3-(Octadecyloxy)propane-1,2-diol ; Batylol ; (+)-Batylalcohol ; .alpha.-Octadecylether of glycerol . 3-Octadecoxypropane-1,2-diol (CAS NO.544-62-7) is one of the commonly used drugs promoted the proliferation of white blood cell proliferation.
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