Conditions | Yield |
---|---|
at 60℃; for 8h; | 95% |
With 15-crown-5 In acetonitrile for 14h; Ambient temperature; | 92% |
With tetrabutylammomium bromide In toluene for 5h; Solvent; Reflux; | 90% |
With 1,4-dioxane at 200℃; | |
With tetrabutylammomium bromide at 100℃; Kinetics; Temperature; |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In toluene for 5h; Solvent; Reflux; | 70% |
Conditions | Yield |
---|---|
With triethylamine In toluene at 0℃; for 0.833333h; | |
Stage #1: oxiranyl-methanol With trimethylamine In dichloromethane for 0.5h; Cooling with ice; Stage #2: butyryl chloride In dichloromethane at 20℃; for 3h; |
butanoic acid ethyl ester
allyl alcohol
A
(+/-)-glycidyl butyrate
B
allyl butyrate
C
oxiranyl-methanol
Conditions | Yield |
---|---|
With Novozym 435; dihydrogen peroxide 1.) 15 min, 2.) 40 deg C, 16 h; Yield given. Multistep reaction. Yields of byproduct given; |
allyl alcohol
A
(+/-)-glycidyl butyrate
B
allyl butyrate
C
oxiranyl-methanol
Conditions | Yield |
---|---|
With Novozym 435; C3H7COOC2H5; dihydrogen peroxide 1.) 15 min, 2.) 40 deg C, 16 h; Yield given. Multistep reaction. Yields of byproduct given; |
(+/-)-glycidyl butyrate
4-isopropylphenylisocyanate
<3-(4-isopropylphenyl)-2-oxo-5-oxazolidinyl>methyl butyrate
Conditions | Yield |
---|---|
With Tributylphosphine oxide; lithium bromide In xylene for 2h; Heating; | 100% |
Conditions | Yield |
---|---|
With potassium (1S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylate; palladium diacetate; XPhos In 1-methyl-pyrrolidin-2-one at 60℃; for 12h; Glovebox; Inert atmosphere; Sealed tube; | 97% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium bicyclo[2.2.1]hept-2-ene-5-carboxylate; XPhos In 1-methyl-pyrrolidin-2-one at 60℃; for 12h; | 97% |
Conditions | Yield |
---|---|
With 18-crown-6 ether at 120℃; under 39003.9 Torr; for 16h; Autoclave; | 93% |
(+/-)-glycidyl butyrate
2-hydroxy-2-methylpropanenitrile
Butyric acid 3-cyano-2-hydroxy-propyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran for 3.5h; Heating; | 91% |
Conditions | Yield |
---|---|
With palladium diacetate; XPhos In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Inert atmosphere; Sealed tube; | 91% |
With palladium diacetate; potassium bicyclo[2.2.1]hept-2-ene-5-carboxylate; XPhos In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; | 91% |
Conditions | Yield |
---|---|
Stage #1: (+/-)-glycidyl butyrate With {Eu[N(SiMe3)2](μ-O:κ2-C6H5C(O)NC6H3(iPr)2)(THF)}2 at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: carbon disulfide at 50℃; for 6h; Inert atmosphere; | 91% |
(+/-)-glycidyl butyrate
ortho-methylphenyl iodide
tris-iso-propylsilyl acetylene
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; norborn-2-ene; potassium acetate; palladium diacetate; XPhos at 60℃; for 24h; Glovebox; Inert atmosphere; Sealed tube; regioselective reaction; | 83% |
Conditions | Yield |
---|---|
With 1,1-dimethyl-3,3-diethylguanidinecarbonylcobalt at 80℃; under 45004.5 Torr; for 24h; Autoclave; | 79% |
With 1,1-dimethyl-3,3-diethylguanidinecarbonylcobalt at 80℃; under 45004.5 Torr; for 24h; Autoclave; Schlenk technique; | 79% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; toluene at -30 - 20℃; | 75% |
(+/-)-glycidyl butyrate
(4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester
Conditions | Yield |
---|---|
Stage #1: (4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #2: (+/-)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃; | 65.5% |
(+/-)-glycidyl butyrate
Butyric acid thiiranylmethyl ester
Conditions | Yield |
---|---|
With thiourea | 60% |
(+/-)-glycidyl butyrate
A
1-sn-monobutyroylglycerol
B
(R)-glycidyl butyrate
C
(S)-2,3-dihydroxypropyl butyrate
Conditions | Yield |
---|---|
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; | A n/a B 46% C n/a |
(+/-)-glycidyl butyrate
A
1-sn-monobutyroylglycerol
B
(S)-2,3-dihydroxypropyl butyrate
C
(S)-glycidyl butyrate
Conditions | Yield |
---|---|
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; | A n/a B n/a C 46% |
With water; chiral ((substituted salen)Co)2-InCl3 at 20℃; for 3h; | A n/a B n/a C 45% |
With water; (R,R)-[Co(salen)]2*GaCl3 at 20℃; for 4h; | A n/a B n/a C 43% |
With water; chiral salen-based cobalt(II) complex at 20℃; for 4h; | A n/a B n/a C 40% |
(+/-)-glycidyl butyrate
A
1-sn-monobutyroylglycerol
B
(S)-glycidyl butyrate
Conditions | Yield |
---|---|
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; for 16h; | A n/a B 46% |
With 5CF3O3S(1-)*2Co(3+)*Y(3+)*2C36H52N2O2(2-); water In neat (no solvent) at 20℃; for 4h; Overall yield = 44 %; enantioselective reaction; | A n/a B n/a |
(+/-)-glycidyl butyrate
A
(R)-glycidyl butyrate
B
(S)-2,3-dihydroxypropyl butyrate
Conditions | Yield |
---|---|
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; | A 46% B n/a |
(+/-)-glycidyl butyrate
(3-chlorophenyl) carbamic acid ethyl ester
3-(3-chlorophenyl)-5-(hydroxymethyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78 - 20℃; | 46% |
Conditions | Yield |
---|---|
With [methanesulfonato(2-dicyclohexylphosphino-2',6'-di-isopropoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II)]; C11H16O2; sodium acetate In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere; Glovebox; | 46% |
(+/-)-glycidyl butyrate
A
(R)-glycidyl butyrate
B
(R)-oxiranemethanol
Conditions | Yield |
---|---|
With sodium phosphate buffer; 25 kDa lipase-like enzyme immobilized on DEAE-Sepharose In 1,4-dioxane; water at 25℃; for 10h; pH=7.00; | A n/a B 45% |
With thermomyces lanuginosa In 1,4-dioxane; aq. phosphate buffer at 30℃; for 2h; pH=7; Temperature; Resolution of racemate; Enzymatic reaction; | A n/a B n/a |
(+/-)-glycidyl butyrate
A
butyric acid-3-chloro-(S)-2-hydroxy-propyl ester
B
butyric acid-3-chloro-(R)-2-hydroxy-propyl ester
C
(R)-glycidyl butyrate
D
(S)-glycidyl butyrate
Conditions | Yield |
---|---|
With hydrogenchloride; (R,R)-[Co(salen)]2*GaCl3 In diethyl ether at 0 - 4℃; for 4h; | A 45% B n/a C n/a D 43% |
(+/-)-glycidyl butyrate
(S)-glycidyl butyrate
Conditions | Yield |
---|---|
In tetrahydrofuran | 44% |
(+/-)-glycidyl butyrate
A
(R)-glycidyl butyrate
B
(S)-2,3-dihydroxypropyl butyrate
C
(S)-glycidyl butyrate
Conditions | Yield |
---|---|
With (acetao)(aqua)(S,S)-N,N′-bis(3,5-di-tert-butylsalicylidene-1,2-cyclohexanediamino)-cobalt(III); water In tetrahydrofuran at 0℃; for 12h; Jacobsen rearrangement; optical yield given as %ee; | A 40% B n/a C n/a |
Conditions | Yield |
---|---|
With ytterbium(III) triflate In tetrahydrofuran for 0.333333h; Heating; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With tert-butoxyl radical In various solvent(s) |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 5h; |
(+/-)-glycidyl butyrate
Conditions | Yield |
---|---|
With hydrogenchloride; trimethylsilylazide; lithium isopropoxide; ytterbium(III) triflate 1) THF, r.t., 17 h, 2) THF; Yield given. Multistep reaction. Yields of byproduct given; |
Product Name: Glycidyl butyrate (2461-40-7)
Molecular Formula: C7H12O3
Molecular Weight: 144.17g/mol
Mol File: 2461-40-7.mol
Boiling point: 196.3 °C at 760 mmHg
Flash Point: 85 °C
Density: 1.069 g/cm3
Product Categories: API intermediates
Synonyms of Glycidyl butyrate (2461-40-7): glycidyl butyrate ; (r)-2,3-epoxypropyl butyrate ; 2,3-epoxypropyl ester butyric acid .
Glycidyl butyrate (2461-40-7) is widely used in chiral drugs, pesticides, spices chiral synthesis.Ink. Resin. Acrylic paint. Adhesives. Latex. Plastic alloy. Photosensitive materials, organic synthesis, polymer synthesis of modified.
Glycidyl butyrate (2461-40-7) is a colorless and transparent liquid, insoluble in water, almost insoluble in all organic solvents, on the skin and mucous membrane irritant, almost non-toxic. Because of its carbon-carbon molecule that contains both the double bond, but also contains epoxy groups, both to free radical-type reaction, but also for ion-type reaction, therefore, has a very high response flexibility to separate the different reactions. widely used in medicine, photosensitive materials, organic synthesis and polymer-modified and other fields. derived products have excellent anti-UV, water-resistant heat-resistant characteristics, is an important fine chemical raw material.
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