Product Name

  • Name

    Ethyl (R)-3-hydroxybutyrate

  • EINECS
  • CAS No. 24915-95-5
  • Article Data185
  • CAS DataBase
  • Density 1.025 g/cm3
  • Solubility soluble
  • Melting Point
  • Formula C6H12O3
  • Boiling Point 174.999 °C at 760 mmHg
  • Molecular Weight 132.159
  • Flash Point 64.444 °C
  • Transport Information
  • Appearance clear colorless liquid
  • Safety 24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 24915-95-5 (Ethyl (R)-3-hydroxybutyrate)
  • Hazard Symbols
  • Synonyms Butanoicacid, 3-hydroxy-, ethyl ester, (R)-;Butyric acid, 3-hydroxy-, ethyl ester,(-)- (8CI);(-)-Ethyl 3-hydroxybutyrate;(3R)-3-Hydroxybutanoic acid ethylester;(R)-(-)-Ethyl 3-hydroxybutyrate;(R)-3-Hydroxybutanoic acid ethyl ester;(R)-3-Hydroxybutyric acid ethyl ester;(R)-Ethyl 3-hydroxybutanoate;(R)-Ethyl3-hydroxybutyrate;(R)-Ethyl b-hydroxybutyrate;D-3-Hydroxybutyric acid ethyl ester;Ethyl (-)-b-hydroxybutyrate;
  • PSA 46.53000
  • LogP 0.32040

Synthetic route

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With (S)-4,12-bis(diphenylphosphino)-<2.2>paracyclophane-Ru(II)bis(trifluoroacetate); hydrogen; tetra-(n-butyl)ammonium iodide In methanol; water at -5℃; under 2585.7 Torr; for 18h;100%
With hydrogen; Ru(R-Xyl-P-Phos)(C6H6)Cl2 In ethanol; dichloromethane at 70℃; under 10343 Torr; for 1h;100%
With [(+)-N,N'-Me2-3,3'-(Ph2P)2-1,1'-biindole]RuCl2; hydrogen In methanol; water at 45℃; under 79805.4 Torr; for 0.5h;100%
ethyl 3-hydroxybutyrate
5405-41-4

ethyl 3-hydroxybutyrate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With alcohol dehydrogenase from Thermoanaerobium brockii; NADH-specific (R)-selective-ADH; YcnD-oxidoreductase at 30℃; for 24h; pH=7.5; aq. buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantiospecific reaction;99%
(R)-ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butanoate
1006696-12-3

(R)-ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butanoate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sodium perborate In tetrahydrofuran; water at 20℃;94%
With sodium peroxoborate tetrahydrate In tetrahydrofuran; water at 20℃; for 3h;84%
With sodium perborate tetrahydrate In tetrahydrofuran; water Inert atmosphere;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
ConditionsYield
With citrate-phosphate-borate buffer for 24h; Ambient temperature; baker's yeast immobilized in calcium alginate; Title compound not separated from byproducts;A n/a
B 85%
With Convolvulus sepium for 120h; pH=5.8; aq. phosphate buffer; optical yield given as %ee;A n/a
B 70%
yeast Conversion of starting material; Enzymatic reaction;A n/a
B 26%
ethanol
64-17-5

ethanol

PHB/PHV biopolymer

PHB/PHV biopolymer

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid In 1,2-dichloro-ethane for 48h; Heating;A 84%
B 59%
poly-(3(R)-hydroxy butyric acid

poly-(3(R)-hydroxy butyric acid

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid In ethanol Heating;83%
ethanol
64-17-5

ethanol

poly((R)-hydroxybutanoate)

poly((R)-hydroxybutanoate)

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid In 1,2-dichloro-ethane Heating;82%
ethanol
64-17-5

ethanol

poly-(R)-3-hydroxybutyrate

poly-(R)-3-hydroxybutyrate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid In 1,2-dichloro-ethane for 75h; Reflux;81%
poly-β-hydroxybutyrate (PHB)

poly-β-hydroxybutyrate (PHB)

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid In ethanol; 1,2-dichloro-ethane for 37h; Heating; Irradiation;80%
ethanol
64-17-5

ethanol

poly-3(R)-hydroxybutyrate

poly-3(R)-hydroxybutyrate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid In 1,2-dichloro-ethane for 96h; Heating;71%
ethanol
64-17-5

ethanol

(R)-4-methyloxetan-2-one
32082-74-9

(R)-4-methyloxetan-2-one

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid at 20℃;66%
With sulfuric acid
ethyl 4,4,4-trifluoroacetoacetate
372-31-6

ethyl 4,4,4-trifluoroacetoacetate

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

ethyl (3S)-4,4,4-trifluoro-3-hydroxybutanoate
372-30-5, 85571-85-3, 88968-78-9, 99437-70-4

ethyl (3S)-4,4,4-trifluoro-3-hydroxybutanoate

C

ethyl (3R)-4,4,4-trifluoro-3-hydroxybutanoate
85571-85-3

ethyl (3R)-4,4,4-trifluoro-3-hydroxybutanoate

Conditions
ConditionsYield
With Fala baker' yeast; allyl alcohol Microbiological reaction;A 62%
B n/a
C n/a
ethanol
64-17-5

ethanol

poly-[(R)-3-hydroxybutyric] acid

poly-[(R)-3-hydroxybutyric] acid

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid In 1,2-dichloro-ethane for 48h;60%
ethyl (R)-3-(((2,2,2-trichloroethoxy)carbonyl)oxy)butanoate

ethyl (R)-3-(((2,2,2-trichloroethoxy)carbonyl)oxy)butanoate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With trimethyltin(IV) hydroxide In 1,2-dichloro-ethane at 60℃; for 10h; Inert atmosphere; chemoselective reaction;58%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

3,3-bismethoxybutyric acid methyl ester
29267-46-7

3,3-bismethoxybutyric acid methyl ester

Conditions
ConditionsYield
With <(+)-2,2'-bis(diphenylphosphino)-4,4',6,6'-tetramethyl-3,3'-bibenzothiophene>RuCl2; hydrogen In methanol at 70℃; under 73550.8 Torr; for 2h; Yield given;A n/a
B 5%
ethanol
64-17-5

ethanol

(R)-3-hydroxybutyric acid
625-72-9

(R)-3-hydroxybutyric acid

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid
ethyl 3-hydroxybutyrate
5405-41-4

ethyl 3-hydroxybutyrate

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
ConditionsYield
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With pentyl cage-coated capillary column Resolution of racemate;
With homochiral metal-organic cage [Zn3(deprotonated [3+3] macrocyclic Schiff base of trans-1,2-diaminocyclohexane and 4-tert-butyl-2,6-diformylphenol)2] coated capillary column In dichloromethane at 118℃; Resolution of racemate; enantioselective reaction;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

A

(S)-3-Hydroxybutanoic Acid
6168-83-8

(S)-3-Hydroxybutanoic Acid

B

(R)-3-hydroxybutyric acid
625-72-9

(R)-3-hydroxybutyric acid

C

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

D

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
ConditionsYield
With Halobacterium halobium; pepton; potassium chloride; water; sodium citrate; magnesium sulfate; sodium chloride at 40℃; for 120h; Irradiation; Yields of byproduct given. Title compound not separated from byproducts;
With Halobacterium halobium; pepton; potassium chloride; sodium citrate; magnesium sulfate; sodium chloride In water at 40℃; for 120h; Irradiation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
ethyl 3-nitro-oxy-butanoate
100009-46-9

ethyl 3-nitro-oxy-butanoate

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol Yield given. Yields of byproduct given. Title compound not separated from byproducts;
ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid 2.) MeOH, 1 h, room temperature; Yield given;
2-((R)-1-Hydroxy-ethyl)-[1,3]dithiolane-2-carboxylic acid ethyl ester

2-((R)-1-Hydroxy-ethyl)-[1,3]dithiolane-2-carboxylic acid ethyl ester

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sodium tetrahydroborate; hydrogen; nickel dichloride for 16h; Ambient temperature; Yield given;
ethanol
64-17-5

ethanol

poly(R)-3-hydroxybutanoic acid (PHB)

poly(R)-3-hydroxybutanoic acid (PHB)

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid
ethanol
64-17-5

ethanol

poly-(R)-3-hydroxybuttersaeure

poly-(R)-3-hydroxybuttersaeure

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With sulfuric acid 1.) 1,2-dichloroethane, reflux, 2 h; 2.) reflux, 48 h; Yield given. Multistep reaction;
ethyl 4,4,4-trifluoroacetoacetate
372-31-6

ethyl 4,4,4-trifluoroacetoacetate

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

ethyl (3S)-4,4,4-trifluoro-3-hydroxybutanoate
372-30-5, 85571-85-3, 88968-78-9, 99437-70-4

ethyl (3S)-4,4,4-trifluoro-3-hydroxybutanoate

C

ethyl acetoacetate
141-97-9

ethyl acetoacetate

D

ethyl (3R)-4,4,4-trifluoro-3-hydroxybutanoate
85571-85-3

ethyl (3R)-4,4,4-trifluoro-3-hydroxybutanoate

Conditions
ConditionsYield
With Fala baker' yeast; allyl alcohol
poly-(R)-(-)-3-hydroxybutyrate

poly-(R)-(-)-3-hydroxybutyrate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With hydrogenchloride; ethanol In 1,2-dichloro-ethane for 12h; Heating;0.93 g
ethanol
64-17-5

ethanol

poly[(R)-hydroxybutyrate] BIOPOL D300G

poly[(R)-hydroxybutyrate] BIOPOL D300G

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
Stage #1: poly[(R)-hydroxybutyrate] BIOPOL D300G In dichloromethane at 83℃; for 2h;
Stage #2: ethanol With sulfuric acid In dichloromethane for 71h; Heating; Title compound not separated from byproducts;
trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

ethanol
64-17-5

ethanol

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
ConditionsYield
Stage #1: trans-Crotonaldehyde; ethanol With dihydrogen peroxide In chloroform at -20℃; for 16h;
Stage #2: With N-ethyl-N,N-diisopropylamine In chloroform at 30℃; for 15h; Further stages. Title compound not separated from byproducts.;
ethyl (S)-3-tosyloxy-butanoate
100009-40-3

ethyl (S)-3-tosyloxy-butanoate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / (n-Bu4)N(1+)*NO3(1-) / benzene / 6 h / Heating
2: H2 / Pd/C / methanol
View Scheme
acetylacetone
123-54-6

acetylacetone

A

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

B

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
ConditionsYield
With D-glucose In phosphate buffer at 30℃; for 12h; pH=7; Title compound not separated from byproducts.;
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

ethyl (R)-3-[(tert-butyldimethylsilyl)oxy]butanoate
109715-46-0

ethyl (R)-3-[(tert-butyldimethylsilyl)oxy]butanoate

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0℃;100%
With 1H-imidazole In dichloromethane100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;100%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

ethyl vinyl ether
109-92-2

ethyl vinyl ether

(R)-3-(2-Ethoxy-ethoxy)-butyric acid ethyl ester

(R)-3-(2-Ethoxy-ethoxy)-butyric acid ethyl ester

Conditions
ConditionsYield
trifluoroacetic acid100%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

(3R,2'RS)-3-<(Tetrahydropyran-2'-yl)oxy>buttersaeure-ethylester
90410-58-5

(3R,2'RS)-3-<(Tetrahydropyran-2'-yl)oxy>buttersaeure-ethylester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 0.25h;100%
With toluene-4-sulfonic acid In diethyl ether100%
With pyridinium p-toluenesulfonate In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere; Schlenk technique;91%
With toluene-4-sulfonic acid
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

(R)-3-(tert-butyl-diphenyl-silanyloxy)-butyraldehyde
183310-90-9

(R)-3-(tert-butyl-diphenyl-silanyloxy)-butyraldehyde

Conditions
ConditionsYield
Stage #1: Ethyl (R)-3-hydroxybutanoate; tert-butylchlorodiphenylsilane With 1H-imidazole; dmap In dichloromethane
Stage #2: With diisobutylaluminium hydride In dichloromethane at -78℃; Further stages.;
100%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

ethyl vinyl ether
109-92-2

ethyl vinyl ether

ethyl-3-(1-ethoxyethoxy)-butanoate
79414-11-2, 79414-12-3, 82614-86-6

ethyl-3-(1-ethoxyethoxy)-butanoate

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1h; Ambient temperature;99%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

ethyl (R)-3-(tert-butyldiphenylsilyloxy)butyrate
147963-63-1

ethyl (R)-3-(tert-butyldiphenylsilyloxy)butyrate

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide99%
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃;99%
With 1H-imidazole In N,N-dimethyl-formamide for 72h; Ambient temperature;96%
With 1H-imidazole In N,N-dimethyl-formamide for 3h; Ambient temperature;95%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 6h;80%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(-)-(R)-Ethyl 3-(mesyloxy)butanoate
126434-58-0

(-)-(R)-Ethyl 3-(mesyloxy)butanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;99%
With triethylamine In dichloromethane at 0℃; for 1h;97%
With triethylamine In dichloromethane75%
methanol
67-56-1

methanol

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Methyl (R)-3-hydroxybutyrate
3976-69-0

Methyl (R)-3-hydroxybutyrate

Conditions
ConditionsYield
scandium tris(trifluoromethanesulfonate) at 64℃; for 10h;98%
(EtO)3TiO(CH2)2OTi(OEt)3 autoclave, 1.) 160 deg C, 17 bar, 2 h; 2.) 115 deg C, 3.5 bar, 27 h;82%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

triethylsilyl chloride
994-30-9

triethylsilyl chloride

ethyl (R)-3-((triethylsilyl)oxy)butanoate

ethyl (R)-3-((triethylsilyl)oxy)butanoate

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 18h;96%
With 1H-imidazole In dichloromethane
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(-)-(R)-Ethyl 3-<(p-tolylsulfonyl)oxy>butanoate
121404-60-2

(-)-(R)-Ethyl 3-<(p-tolylsulfonyl)oxy>butanoate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 12h;95%
With pyridine In chloroform at 0℃; for 12h;71%
With pyridine at 0℃; for 24h;22.1 g
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

ethyl (R)-3-[(tert-butyldimethylsilyl)oxy]butanoate
109715-46-0

ethyl (R)-3-[(tert-butyldimethylsilyl)oxy]butanoate

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at 0 - 20℃; for 2.5h;95%
With pyridine In dichloromethane at 0 - 20℃;62%
With pyridine Etherification;
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

(R)-ethyl 3-(methoxymethoxy)butanoate
272125-68-5

(R)-ethyl 3-(methoxymethoxy)butanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;95%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Etherification;86%
With N-ethyl-N,N-diisopropylamine In dichloromethane75%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

methyl 3'-(cyanocarbonyl)-2,2'-binaphthalene-3-carboxylate
386707-15-9

methyl 3'-(cyanocarbonyl)-2,2'-binaphthalene-3-carboxylate

(R)-4-ethoxy-4-oxobutan-2-yl methyl 2,2'-binaphthalene-3,3'-dicarboxylate

(R)-4-ethoxy-4-oxobutan-2-yl methyl 2,2'-binaphthalene-3,3'-dicarboxylate

Conditions
ConditionsYield
With dmap In acetonitrile at 20℃; for 2h;95%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

methyl iodide
74-88-4

methyl iodide

Conditions
ConditionsYield
Stage #1: Ethyl (R)-3-hydroxybutanoate With n-butyllithium; diisopropylamine In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -78 - -40℃; for 0.333333h; Frater-Seebach alkylation; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -78 - 0℃; Frater-Seebach alkylation; Inert atmosphere; enantioselective reaction;
94%
Stage #1: Ethyl (R)-3-hydroxybutanoate With lithium diisopropyl amide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -78 - -40℃; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -78 - 0℃; for 2h; Inert atmosphere;
92%
With lithium diisopropyl amide In tetrahydrofuran at -78℃;84%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

(R)-3-hydroxybutyric acid
625-72-9

(R)-3-hydroxybutyric acid

Conditions
ConditionsYield
With potassium hydroxide at 0℃; for 24h;93%
With sodium hydroxide In water at 10℃; for 6h;85%
With potassium hydroxide for 12h; Ambient temperature;
(η5-C5H4CH3)3Pr
78869-44-0

(η5-C5H4CH3)3Pr

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

2Pr(3+)*4C5H4CH3(1-)*2OCH(CH3)CH2COOC2H5(1-)=[(C5H4CH3)2Pr(OCH(CH3)CH2COOC2H5)]2

2Pr(3+)*4C5H4CH3(1-)*2OCH(CH3)CH2COOC2H5(1-)=[(C5H4CH3)2Pr(OCH(CH3)CH2COOC2H5)]2

Conditions
ConditionsYield
In toluene N2-atmosphere; equimolar amts., -70°C; elem. anal.;93%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

Ethyl (3R)-3-{[2-(trimethylsilyl)ethoxy]methoxy}butanoate
1237525-17-5

Ethyl (3R)-3-{[2-(trimethylsilyl)ethoxy]methoxy}butanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;93%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 3h; Ambient temperature;92.5%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

(R)-3-hydroxy-butyric acid hydrazide

(R)-3-hydroxy-butyric acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 90℃; for 16h; Inert atmosphere;92%
With hydrazine hydrate In ethanol at 90℃; for 16h;92%
With hydrazine hydrate In ethanol; water Reflux;1.95 g
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

potassium (R)-3-hydroxybutyrate
110972-51-5

potassium (R)-3-hydroxybutyrate

Conditions
ConditionsYield
With potassium hydroxide In water at 10℃; for 5h;88.2%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

benzylamine
100-46-9

benzylamine

(R)-N-benzyl-3-hydroxybutanamide
146679-25-6

(R)-N-benzyl-3-hydroxybutanamide

Conditions
ConditionsYield
Stage #1: benzylamine With trimethylaluminum In toluene at -5 - 20℃;
Stage #2: Ethyl (R)-3-hydroxybutanoate In toluene at -5 - 20℃; for 15.5h;
88%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

O-(4-methoxybenzyl)-trichloroacetimidate
89238-99-3

O-(4-methoxybenzyl)-trichloroacetimidate

(R)-3-(4-Methoxy-benzyloxy)-butyric acid ethyl ester
120400-77-3

(R)-3-(4-Methoxy-benzyloxy)-butyric acid ethyl ester

Conditions
ConditionsYield
With (1S)-10-camphorsulfonic acid In dichloromethane for 25h; Ambient temperature;86%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

(R)-butane-1,3-diol
6290-03-5

(R)-butane-1,3-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 1h; Ambient temperature;86%
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 0.5h;85.6%
Stage #1: Ethyl (R)-3-hydroxybutanoate With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 3h; Inert atmosphere;
Stage #2: With water In diethyl ether
81%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

(2,6-dichloro-4-methoxyphenyl)-(2,4-dichlorophenyl)methyl trichloroacetimidate
1205121-89-6

(2,6-dichloro-4-methoxyphenyl)-(2,4-dichlorophenyl)methyl trichloroacetimidate

C20H20Cl4O4
1205122-14-0

C20H20Cl4O4

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 1h;85%
Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

magnesium (R)-3-hydroxybutyrate

magnesium (R)-3-hydroxybutyrate

Conditions
ConditionsYield
Stage #1: Ethyl (R)-3-hydroxybutanoate With sodium hydroxide In water at 10℃; for 5h;
Stage #2: With magnesium hydroxide In water for 10h;
85%

Ethyl (R)-3-hydroxybutyrate Specification

This chemical is called Butanoic acid, 3-hydroxy-, ethyl ester, (3R)-, and its CAS registry number is 24915-95-5. With the molecular formula of  C6H12O3, its product categories are Alcohols, Hydroxy Esters and Derivatives; Chiral Compounds; Chiral Building Blocks; Simple Alcohols (Chiral); Synthetic Organic Chemistry; Chiral Building Blocks. In addition, this chemical should be sealed in the cool and dry place, away from oxides.

Other characteristics of the Butanoic acid, 3-hydroxy-, ethyl ester, (3R)- can be summarised as followings: (1)ACD/LogP: 0.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.098; (4)ACD/LogD (pH 7.4): 0.098; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 26.922; (8)ACD/KOC (pH 7.4): 26.922; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 46.53 Å2; (13)Index of Refraction: 1.427; (14)Molar Refractivity: 33.114 cm3; (15)Molar Volume: 128.941 cm3; (16)Polarizability: 13.128×10-24cm3; (17)Surface Tension: 33.285 dyne/cm; (18)Density: 1.025 g/cm3; (19)Flash Point: 64.444 °C; (20)Enthalpy of Vaporization: 47.888 kJ/mol; (21)Boiling Point: 174.999 °C at 760 mmHg; (22)Vapour Pressure: 0.362 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing to avoid contacting with skin and eyes. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure: 
1.SMILES: CCOC(=O)C[C@@H](C)O
2.InChI: InChI=1/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3/t5-/m1/s1
3.InChIKey: OMSUIQOIVADKIM-RXMQYKEDBL

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