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DL-Pantolactone
Cas No: 79-50-5
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Factory price Cosmetic PANTOLACTONE 79-50-5 Manufacturer
Cas No: 79-50-5
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Factory Supply (±)-dihydro-3-hydroxy-4,4-dimethylfuran-2(3H)-one
Cas No: 79-50-5
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[5-(6-amino-2-fluoro-9-purinyl)-3,4-dihydroxy-2-oxolanyl]methyl dihydrogen phosphate
Cas No: 79-50-5
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
CAS No.79-50-5 DL-Pantolactone
Cas No: 79-50-5
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BLOOM TECH Advanced API/Technology support 3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one CAS 79-50-5
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2(3H)-Furanone,dihydro-3-hydroxy-4,4-dimethyl- 79-50-5
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79-50-5 Usage

Uses

DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone (DL-pantolactone) may be used in the preparation of 3,5-dinitrobenzoyl-DL-pantolactone.

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 3545, 1957 DOI: 10.1021/ja01570a064
InChI:InChI=1/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3

79-50-5 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (55201)  DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone  purum, ≥98.0% (T) 79-50-5 55201-50G 810.81CNY Detail
Sigma-Aldrich (55201)  DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone  purum, ≥98.0% (T) 79-50-5 55201-250G 2,900.43CNY Detail

79-50-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name DL-Pantolactone

1.2 Other means of identification

Product number -
Other names Einecs 201-210-7

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:79-50-5 SDS

79-50-5Synthetic route

A

pantolactone
79-50-5

pantolactone

B

3-amino propanoic acid
107-95-9

3-amino propanoic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 1.75h; Rate constant;A 100%
B 100%
pantothenic acid sodium salt
75033-16-8

pantothenic acid sodium salt

A

pantolactone
79-50-5

pantolactone

B

3-amino propanoic acid
107-95-9

3-amino propanoic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 1.25h; Rate constant;A 100%
B 100%
ketopantolactone
13031-04-4

ketopantolactone

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With hydrogen; Et4N99%
With F6P(1-)*C20H36IrN6P2(1+); hydrogen In water at 80℃; under 15001.5 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Time; Autoclave; Green chemistry;99.9%
With iron(II) triflate; phenanthridine; triiron dodecarbonyl; hydrogen In 1,4-dioxane at 65℃; under 37503.8 Torr; for 24h; Autoclave;91%
sodium cyanide
773837-37-9

sodium cyanide

2,2-dimethyl-3-hydroxypropionaldehyde
597-31-9

2,2-dimethyl-3-hydroxypropionaldehyde

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With sulfuric acid for 3h; pH=9.5; Reflux;98.9%
With sulfuric acid In water at 100℃; for 1h;86.9%
(+-)-2,4-dihydroxy-3,3-dimethyl-butyric acid
470-29-1

(+-)-2,4-dihydroxy-3,3-dimethyl-butyric acid

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With sulfuric acid at 80 - 85℃; for 3h; Temperature;98.3%
2,2-dimethyl-3-hydroxypropionaldehyde
597-31-9

2,2-dimethyl-3-hydroxypropionaldehyde

hydrogen cyanide
74-90-8

hydrogen cyanide

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde; hydrogen cyanide In water at 0 - 10℃; for 0.25h;
Stage #2: With sulfuric acid for 1h; Reflux;
93.1%
Verseifung des Reaktionsprodukts mit Salzsaeure;
(R,S)-2,4-Dihydroxy-3,3-dimethylbutyronitrile
10232-92-5

(R,S)-2,4-Dihydroxy-3,3-dimethylbutyronitrile

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With sulfuric acid for 6h; Reagent/catalyst; Reflux;92.5%
With ammonium hydroxide; sulfuric acid at 94 - 96℃; under 435.044 Torr; for 2.25h; pH=5.0; Pressure; Temperature; pH-value; Inert atmosphere;
pantolactone p-nitrobenzoate
134734-33-1

pantolactone p-nitrobenzoate

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With lithium hydroxide In methanol; water for 0.166667h; Ambient temperature;90%
N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide
100618-94-8

N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide

A

pantolactone
79-50-5

pantolactone

B

1-benzyl-3-hydroxy-4,4-dimethylpyrrolidin-2-one

1-benzyl-3-hydroxy-4,4-dimethylpyrrolidin-2-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In diethylene glycol dimethyl ether for 5h; Heating;A 14 % Spectr.
B 69%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
Stage #1: glyoxylic acid ethyl ester; 2-methyl-propan-1-ol With N-(2-hydroxyethyl)pyrrolidine-2-carboxamide In toluene; tert-butyl alcohol at 20℃; for 24h;
Stage #2: With [RhCl2(p-cymene)]2; sodium formate In water; toluene; tert-butyl alcohol Reagent/catalyst; Temperature; Inert atmosphere;
62%
N-heptyl-2,4-dihydroxy-3,3-dimethylbutyramide
43180-77-4

N-heptyl-2,4-dihydroxy-3,3-dimethylbutyramide

A

pantolactone
79-50-5

pantolactone

B

1-heptyl-3-hydroxy-4,4-dimethylpyrrolidin-2-one

1-heptyl-3-hydroxy-4,4-dimethylpyrrolidin-2-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In diethylene glycol dimethyl ether for 15h; Heating;A 41%
B 15%
(R,S)-2,4-Dihydroxy-3,3-dimethylbutyramide
4417-86-1

(R,S)-2,4-Dihydroxy-3,3-dimethylbutyramide

A

DL-4-amino-2-hydroxy-3,3-dimethylbutanoic acid lactam
70006-38-1

DL-4-amino-2-hydroxy-3,3-dimethylbutanoic acid lactam

B

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With ammonia; toluene-4-sulfonic acid In methanol at 250℃; under 7220 - 11400 Torr; for 4h; Heating;A 9 % Spectr.
B 40%
formaldehyd
50-00-0

formaldehyd

sodium 3-methyl-2-oxobutyrate
3715-29-5

sodium 3-methyl-2-oxobutyrate

A

ketopantolactone
13031-04-4

ketopantolactone

B

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With hydrogenchloride; potassium carbonate 1.) H2O, 38-40 deg C, (well controlled addition of formaldehyde); Yield given. Multistep reaction. Yields of byproduct given;
Conditions
ConditionsYield
With water; sodium 1,2-naphthoquinone-4-sulfonate In ethanol Kinetics; Rate constant; Mechanism; various temperatures, times, concentrations, pH, ionic strengths, and dielectric constants;
isobutyraldehyde
78-84-2

isobutyraldehyde

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

A

ketopantolactone
13031-04-4

ketopantolactone

B

dihydro-4,4-dimethyl-5-(1-methylethyl)-2,3-furandione
96305-22-5

dihydro-4,4-dimethyl-5-(1-methylethyl)-2,3-furandione

C

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With formaldehyd; sodium methylate 1.) methanol, 10 deg C, 20 min, 2.) methanol, 40 deg C, 20 min; Yield given. Multistep reaction. Yields of byproduct given;
(RS)-2-acetoxy-3,3-dimethyl-γ-butyrolactone
28227-35-2

(RS)-2-acetoxy-3,3-dimethyl-γ-butyrolactone

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With potassium hydroxide In methanol Heating; Yield given;
formaldehyd
50-00-0

formaldehyd

potassium-salt of/the/ α-oxo-isovaleric acid

potassium-salt of/the/ α-oxo-isovaleric acid

A

ketopantolactone
13031-04-4

ketopantolactone

B

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With potassium carbonate Erwaermen der mit wss. Salzsaeure angesaeuerten Reaktionsloesung;
(+-)-2,4-dihydroxy-3,3-dimethyl-butyrimidic acid-4-lactone

(+-)-2,4-dihydroxy-3,3-dimethyl-butyrimidic acid-4-lactone

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With water
ketopantolactone
13031-04-4

ketopantolactone

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

A

pantolactone
79-50-5

pantolactone

B

2,2-diethyl-3-hydroxy-4,4-dimethyltetrahydrofuran

2,2-diethyl-3-hydroxy-4,4-dimethyltetrahydrofuran

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1h; Title compound not separated from byproducts;
2,4-dihydroxy-N-phenyl-3,3-dimethylbutyramide
565430-86-6

2,4-dihydroxy-N-phenyl-3,3-dimethylbutyramide

A

rac-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone
70006-37-0

rac-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone

B

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In diethylene glycol dimethyl ether for 15h; Heating;A 40 % Spectr.
B 53 % Spectr.
(R)-Pantolacton
599-04-2

(R)-Pantolacton

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
With Lactobacillus paracasei DSM 20207 In water at 42℃; for 24h; pH=6; Product distribution; Further Variations:; Reagents;
N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide
100618-94-8

N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 14 percent Spectr. / p-TsOH*H2O / bis-(2-methoxy-ethyl) ether / 5 h / Heating
2.1: n-BuLi / tetrahydrofuran; hexane / 3 h / 0 °C
2.2: 59 percent / tetrahydrofuran; hexane / 12 h / 20 °C
3.1: 53 percent Spectr. / p-TsOH*H2O / bis-(2-methoxy-ethyl) ether / 15 h / Heating
View Scheme
2,4-dihydroxy-N-phenyl-3,3-dimethylbutyramide
565430-86-6

2,4-dihydroxy-N-phenyl-3,3-dimethylbutyramide

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 53 percent Spectr. / p-TsOH*H2O / bis-(2-methoxy-ethyl) ether / 15 h / Heating
2: 100 percent / methanol / 24 h / 20 °C
3: 14 percent Spectr. / p-TsOH*H2O / bis-(2-methoxy-ethyl) ether / 5 h / Heating
View Scheme
(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl methanesulfonate
20374-32-7

(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl methanesulfonate

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 38 percent / 18-crown-6 / benzene / 48 h / Heating
2: 5percent KOH / methanol / Heating
View Scheme
Chloro-methanesulfonic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester
182243-70-5

Chloro-methanesulfonic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / 18-crown-6 / benzene / 3 h / Heating
2: 5percent KOH / methanol / Heating
View Scheme
(R)-Pantolacton
599-04-2

(R)-Pantolacton

taurine-p-toluidide

taurine-p-toluidide

pantolactone
79-50-5

pantolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / pyridine / 0.17 h / 0 - 20 °C
2: 94 percent / 18-crown-6 / benzene / 3 h / Heating
3: 5percent KOH / methanol / Heating
View Scheme
Multi-step reaction with 3 steps
1: 88 percent / pyridine / 0.17 h / 0 - 20 °C
2: 38 percent / 18-crown-6 / benzene / 48 h / Heating
3: 5percent KOH / methanol / Heating
View Scheme
1-Heptylamine
111-68-2

1-Heptylamine

pantolactone
79-50-5

pantolactone

N-heptyl-2,4-dihydroxy-3,3-dimethylbutyramide
43180-77-4

N-heptyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions
ConditionsYield
In methanol at 20℃; for 20h;100%
at 100 - 110℃;
at 100 - 110℃;
diethylamine
109-89-7

diethylamine

pantolactone
79-50-5

pantolactone

N,N-Diethyl-2,4-dihydroxy-3,3-dimethyl-butyramide

N,N-Diethyl-2,4-dihydroxy-3,3-dimethyl-butyramide

Conditions
ConditionsYield
In acetonitrile at 30℃; under 6750540 Torr; for 168h;100%
methylamine
74-89-5

methylamine

pantolactone
79-50-5

pantolactone

β,β-dimethyl-α,γ-dihydroxybutyric acid N-methylamide
79691-41-1

β,β-dimethyl-α,γ-dihydroxybutyric acid N-methylamide

Conditions
ConditionsYield
In methanol; water at 20℃; for 3h;100%
In water Ring cleavage;
benzylamine
100-46-9

benzylamine

pantolactone
79-50-5

pantolactone

N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide
100618-94-8

N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
In methanol for 3h; Ambient temperature;93%
pantolactone
79-50-5

pantolactone

(R,S)-2,4-Dihydroxy-3,3-dimethylbutyramide
4417-86-1

(R,S)-2,4-Dihydroxy-3,3-dimethylbutyramide

Conditions
ConditionsYield
With ammonia at -60 - 20℃; Ring cleavage;100%
With ammonium hydroxide In methanol at 20℃; for 14h;84%
Multi-step reaction with 3 steps
1: 100 percent / methanol / 24 h / 20 °C
2: 14 percent Spectr. / p-TsOH*H2O / bis-(2-methoxy-ethyl) ether / 5 h / Heating
3: 84 percent / aq. NH3 / methanol / 14 h / 20 °C
View Scheme
2-Methoxyethoxymethyl chloride
3970-21-6

2-Methoxyethoxymethyl chloride

pantolactone
79-50-5

pantolactone

4,4-dimethyl-2-methoxyethoxymethoxy-γ-butyrolactone
915097-01-7

4,4-dimethyl-2-methoxyethoxymethoxy-γ-butyrolactone

Conditions
ConditionsYield
With 15-crown-5; sodium hydride In tetrahydrofuran at 22℃; for 15h;100%
pantolactone
79-50-5

pantolactone

ketopantolactone
13031-04-4

ketopantolactone

Conditions
ConditionsYield
With oxygen In 1,2-dichloro-benzene at 180℃; for 3h;99.5%
With trichloroisocyanuric acid; tetrabutylammomium bromide; water; potassium carbonate; ruthenium trichloride In acetonitrile at 20 - 45℃; for 1 - 3h; Product distribution / selectivity;97.7%
With ruthenium(III) chloride trihydrate; trichloroisocyanuric acid; tetrabutylammomium bromide; sodium acetate In water; acetonitrile at 25 - 45℃; Green chemistry; chemoselective reaction;97.7%
pantolactone
79-50-5

pantolactone

potassium pantoate

potassium pantoate

Conditions
ConditionsYield
With water; potassium hydroxide at 60℃; for 4h;99.2%
triethylmethoxystannane
1067-21-6

triethylmethoxystannane

pantolactone
79-50-5

pantolactone

DL-2-triethylstannoxy-3,3-dimethyl-γ-butyrolactone
56150-63-1

DL-2-triethylstannoxy-3,3-dimethyl-γ-butyrolactone

Conditions
ConditionsYield
In neat (no solvent) byproducts: MeOH; mixt. of the hydroxy deriv. and triethylmethoxystannane heated (formed MeOH removed continuously during react.); distn.; elem. anal.;99%
benzyl bromide
100-39-0

benzyl bromide

pantolactone
79-50-5

pantolactone

3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one
117895-47-3

3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; silver(l) oxide In dichloromethane at 20℃; for 48h; Darkness;98%
pantolactone
79-50-5

pantolactone

DL-sodium pantoate
1902-01-8

DL-sodium pantoate

Conditions
ConditionsYield
With water; sodium hydroxide at 60℃; for 4h;96.3%
With sodium hydroxide In ethanol for 2h; Yield given;
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

pantolactone
79-50-5

pantolactone

3,3-dimethyl-2-methoxymethoxy-4-butanolide
90113-81-8

3,3-dimethyl-2-methoxymethoxy-4-butanolide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 40℃; for 24h;96%
1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

pantolactone
79-50-5

pantolactone

N-[3-(dimethylamino)propyl]-2,4-dihydroxy-3,3-dimethylbutyramide

N-[3-(dimethylamino)propyl]-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions
ConditionsYield
In 1,4-dioxane for 5h; Heating;96%
1-hydroxygermatrane monohydrate
101151-96-6

1-hydroxygermatrane monohydrate

pantolactone
79-50-5

pantolactone

DL-2-germatranoxy-3,3-dimethyl-γ-butyrolactone
133517-05-2

DL-2-germatranoxy-3,3-dimethyl-γ-butyrolactone

Conditions
ConditionsYield
In m-xylene=m-xylol byproducts: H2O; mixt. of the germatrane with the hydroxy compd. in m-xylene refluxed with azeotropic distn. of H2O; residue filtered off, washed with n-pentane, recrystn. from CH3CN; elem. anal.;96%
(1R,2R,3S,4S)-3-Amino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol
29900-93-4

(1R,2R,3S,4S)-3-Amino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol

pantolactone
79-50-5

pantolactone

2,4-dihydroxy-N-<(1R)-2-endo-hydroxy-3-endo-bornyl>-3,3-dimethylbutyramide

2,4-dihydroxy-N-<(1R)-2-endo-hydroxy-3-endo-bornyl>-3,3-dimethylbutyramide

Conditions
ConditionsYield
In toluene at 110℃; for 1.5h;95.7%
ethylamine
75-04-7

ethylamine

pantolactone
79-50-5

pantolactone

N-ethyl-2,4-dihydroxy-3,3-dimethylbutyramide
4417-90-7

N-ethyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions
ConditionsYield
In methanol for 3h; Ambient temperature;95%
at 100℃;
aniline
62-53-3

aniline

pantolactone
79-50-5

pantolactone

rac-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone
70006-37-0

rac-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 250℃; under 7220 - 11400 Torr; for 4h; Heating;93%
82%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

pantolactone
79-50-5

pantolactone

4,4-dimethyl-2-oxotetrahydro-3-furyl methane sulfonate
20664-78-2

4,4-dimethyl-2-oxotetrahydro-3-furyl methane sulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -5℃;92%
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

pantolactone
79-50-5

pantolactone

3,3-dimethyl-2-(2-tetrahydrofuryloxy)-4-butanolide
371198-80-0

3,3-dimethyl-2-(2-tetrahydrofuryloxy)-4-butanolide

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 0℃;91%
cyclohexylamine
108-91-8

cyclohexylamine

pantolactone
79-50-5

pantolactone

N-cyclohexyl-2,4-dihydroxy-3,3-dimethylbutyramide
16424-76-3

N-cyclohexyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions
ConditionsYield
In methanol for 3h; Ambient temperature;90%
N-butylamine
109-73-9

N-butylamine

pantolactone
79-50-5

pantolactone

N-butyl-2,4-dihydroxy-3,3-dimethylbutyramide
43180-76-3

N-butyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions
ConditionsYield
In methanol for 3h; Ambient temperature;89%
at 100 - 110℃;
at 100 - 110℃;
propionic acid anhydride
123-62-6

propionic acid anhydride

pantolactone
79-50-5

pantolactone

(+/-)-pantolactone propionate

(+/-)-pantolactone propionate

Conditions
ConditionsYield
With 4-pyrrolidin-1-ylpyridine; triethylamine In dichloromethane for 10h; Ambient temperature;89%
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