815-17-8

Basic information

• Product Name: 3,3-Dimethyl-2-oxobutyric acid
• Synonyms: 3,3-DIMETHYL-2-OXO-BUTANOIC ACID;RARECHEM AL BO 2323;TRIMETHYLPYRUVIC ACID;3,3-dimethyl-2-oxo-butanoicaci;3,3-Dimethyl-2-oxobutyric acid;3,3-dimethyl-2-oxo-butyricaci;3,3-dimethyl-2-oxobutyricacid;Butyric acid, 3,3-dimethyl-2-oxo-
• CAS NO: 815-17-8
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14
• EINECS: 212-418-2
• Mol File: 815-17-8.mol

Chemical Properties

• Melting Point: 90.5°C
• Boiling Point: 80 °C / 15mmHg
• Flash Point: 13 °C
• Appearance: /
• Density: 1.06
• Vapor Pressure: 0.374mmHg at 25°C
• Refractive Index: 1.4270-1.4320
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 2.65±0.54(Predicted)
• Water Solubility: Soluble in water
• CAS DataBase Reference: 3,3-Dimethyl-2-oxobutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-Dimethyl-2-oxobutyric acid(815-17-8)
• EPA Substance Registry System: 3,3-Dimethyl-2-oxobutyric acid(815-17-8)

Safety Data

• Hazard Codes: C
• Statements: 36/37/38-34
• Safety Statements: 26-37/39-45-36/37/39
• RIDADR: 3261
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 815-17-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,3-Dimethyl-2-oxobutyric acid is used as an inhibitor for targeting pantothenate synthetase (PS), an essential metabolic enzyme in the pantothenate biosynthetic pathway. This application is particularly relevant in the development of treatments for tuberculosis, as it can potentially disrupt the metabolic processes necessary for the growth and survival of the causative bacteria, Mycobacterium tuberculosis.

InChI:InChI=1/C6H10O3/c1-6(2,3)4(7)5(8)9/h1-3H3,(H,8,9)

Synthetic route

2-hydroxy-3,3-dimethylbutanoic acid (4026-20-4) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
With ruthenium(IV) oxide; oxygen; sodium hydroxide In water at 110℃; under 30003 Torr; for 8h; pH=12; pH-value; Pressure; Reagent/catalyst; Autoclave; Inert atmosphere;	98%
With bismuth(III) nitrate; sodium hydroxide; oxygen; 5%-palladium/activated carbon In water at 65 - 102.5℃; for 0.7 - 19h;	61%
With sodium hydroxide; lead(II) nitrate; oxygen; 5%-palladium/activated carbon In water at 95℃; for 8h;	5%

5-tert-butyl-5-hydroxy-1,3-diphenyl-2,4-imidazolinedione (1352131-48-6) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
With water; sodium hydroxide In methanol at 20 - 50℃; for 1h;	96%
With methanol; sodium hydroxide at 20 - 55℃; for 2h; Temperature;	85%

2-hydroxy-3,3-dimethylbutanoic acid (4026-20-4) → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With bismuth(III) nitrate; sodium hydroxide; oxygen; 5%-palladium/activated carbon In water at 95℃; for 2h;	A 90% B 7%

3,3-dimethyl-butan-2-one (75-97-8) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
With sodium hydroxide; potassium permanganate In water at 0 - 22℃; for 3h;	87%
With sodium hydroxide; potassium permanganate In water at 0℃; for 5h;	85%
Stage #1: 3,3-dimethyl-butan-2-one With potassium permanganate; sodium hydroxide In water at 0 - 20℃; for 16.5h; Inert atmosphere; Schlenk technique; Stage #2: With hydrogenchloride In water Cooling; Inert atmosphere; Schlenk technique;	83%

6-tert-Butyl-3-methyl-[1,2,4]trioxan-5-one → acetaldehyde (75-07-0) + trimethylpyruvic acid (815-17-8)

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 3h;	A n/a B 87%

6'-(tert-butyl)spiro-5'-one (88919-73-7) → cyclohexanone (108-94-1) + trimethylpyruvic acid (815-17-8)

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 60h;	A n/a B 79%

6'-(tert-butyl)spiro3.7>decane-2,3'-1',2',4'-trioxan>-5'-one (88919-77-1) → 2-Adamantanone (700-58-3) + trimethylpyruvic acid (815-17-8)

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 16h;	A n/a B 73%

3,6-Di-tert-butyl-[1,2,4]trioxan-5-one → pivalaldehyde (630-19-3) + trimethylpyruvic acid (815-17-8)

Conditions	Yield
triethylamine In dichloromethane at 20 - 25℃; for 16h;	A n/a B 67%

tert-butyl 3,3-dimethyl-2-oxobutanoate (75716-88-0) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
With trifluoroacetic acid at 0℃; for 1h;	56%

3,3-dimethyl-butan-2-one (75-97-8) → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With sodium hydroxide; potassium permanganate; water

2-tert-butyl-4-chloro-but-1-en-3-yne (855232-68-7) → formic acid (64-18-6) + trimethylpyruvic acid (815-17-8)

Conditions	Yield
durch Ozonolyse;

2-(tert-butyl)-but-1-en-3-yne (2809-84-9) → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With potassium permanganate at 0℃;

4-bromo-2-tert-butyl-but-1-en-3-yne (855232-69-8) → formic acid (64-18-6) + trimethylpyruvic acid (815-17-8)

Conditions	Yield
durch Ozonolyse;

para-tert-butylphenol (98-54-4) → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With permanganate(VII) ion Oxydation;
With permanganate(VII) ion

ethyl 3,3-dimethyl-2-oxobutanoate (5333-74-4) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
With potassium hydroxide In ethanol; water
With sodium hydroxide Inert atmosphere;

phenyl isocyanate (1197040-29-1) + carbon dioxide (124-38-9) + tert.-butyl lithium (594-19-4) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
(i) Me2NCH2CH2NMe2, Et2O, (ii) /BRN= 1900390/, (iii) aq. HCl; Multistep reaction;

acetic acid 3,3-dimethyl-2-oxobutyl ester (38559-25-0) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide; triphenyltetrazolium chloride In dichloromethane

di-tert-butylacetylene (17530-24-4) → pivalil (4388-88-9) + 2,2-dimethylpropanoic anhydride (1538-75-6) + trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With ozone; triphenylphosphine In chloroform-d1 at -55℃; Product distribution; other temp., other solvents, other added reagents, other concentrations;	A 0.45 mol B 0.06 mol C 0.04 mol D 0.22 mol

3,3-dimethyl-butan-2-one (75-97-8) + alkaline potassium permanganate → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

2-cyano-2-hydroxy-3,3-dimethyl-butyric acid ethyl ester + aqueous KOH-solution → trimethylpyruvic acid (815-17-8)

2-tert-butyl-4-chloro-but-1-en-3-yne (855232-68-7) + ozone (10028-15-6) → formic acid (64-18-6) + trimethylpyruvic acid (815-17-8)

4-bromo-2-tert-butyl-but-1-en-3-yne (855232-69-8) + ozone (10028-15-6) → formic acid (64-18-6) + trimethylpyruvic acid (815-17-8)

5-hydroxy-2,2,7,7-tetramethyl-octane-3,4,6-trione-4-oxime (105789-37-5) + aqueous NaOH-solution → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

2-(tert-butyl)-but-1-en-3-yne (2809-84-9) + KMnO4 → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

Conditions	Yield
at 0℃;

2-tert-butyl-5,5-dimethyl-hexa-1,3t-diene (35505-57-8) + KMnO4 → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

para-tert-butylphenol (98-54-4) + permanganate → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

2,5,5-trimethyl-2,3-hexadienal (146232-13-5) + potassium permanganate → trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

2,2,5,6,6-pentamethyl-hept-4-en-3-ol + water (7732-18-5) + KMnO4 → 3,3-dimethyl-butan-2-one (75-97-8) + trimethylpyruvic acid (815-17-8) + Trimethylacetic acid (75-98-9)

2-amino-3,3-dimethylbutanoic acid (33105-81-6) → D-tert-leucine (26782-71-8) + trimethylpyruvic acid (815-17-8)

Conditions	Yield
With NADH oxidase; leucine dehydrogenase; NAD at 30℃; for 5h; pH=8.0; Enzymatic reaction;

1-diazo-3,3-dimethyl-2-butanone (6832-15-1) → trimethylpyruvic acid (815-17-8)

Conditions	Yield
Multi-step reaction with 2 steps 2: triphenyltetrazolium chloride, 2NMe3>OH / CH2Cl2 View Scheme

trimethylpyruvic acid (815-17-8) → zinc trimethylacetate

Conditions	Yield
With diethylzinc In tetrahydrofuran at 0 - 25℃; for 1.5h; Inert atmosphere;	100%

6-methoxy-pyridin-3-ylamine (6628-77-9) + trimethylpyruvic acid (815-17-8) → C12H18N2O3 (1028253-88-4)

Conditions	Yield
Stage #1: 6-methoxy-pyridin-3-ylamine; trimethylpyruvic acid With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane for 24h; Stage #2: With water; ammonium chloride In 1,2-dichloro-ethane	99%

trimethylpyruvic acid (815-17-8) → pivalic anhydride

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Glovebox;	99%

ethyl bromide (74-96-4) + trimethylpyruvic acid (815-17-8) → ethyl 3,3-dimethyl-2-oxobutanoate (5333-74-4)

Conditions	Yield
With tert-butyl methyl ether; 1,8-diazabicyclo[5.4.0]undec-7-ene at 38℃; for 23h;	97%
Stage #1: trimethylpyruvic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether Stage #2: ethyl bromide at 38℃; for 24h;	97%
Stage #1: ethyl bromide; trimethylpyruvic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether; water at 100℃; for 0.5h; Microwave heating; Stage #2: With sodium hydrogencarbonate In tert-butyl methyl ether; water	91%

benzyl methacrylate (2495-37-6) + trimethylpyruvic acid (815-17-8) → benzyl 2,4,4-trimethylpentanoate (114222-35-4)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 3h; Inert atmosphere; Irradiation;	97%

S-methylisothiocarbohydrazide (35771-42-7) + trimethylpyruvic acid (815-17-8) → 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-one (21087-64-9)

Conditions	Yield
With sodium acetate In water at 95 - 100℃; for 3h; Reagent/catalyst; Solvent; Temperature;	95.3%

trimethylpyruvic acid (815-17-8) + 2-naphthalen-1-yl-acrylic acid methyl ester (335208-46-3) → methyl 4,4-dimethyl-2-(naphthalen-1-yl)pentanoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 3h; Inert atmosphere; Irradiation;	95%

isopropyl alcohol (67-63-0) + trimethylpyruvic acid (815-17-8) → isopropyl 3,3-dimethyl-2-oxobutanoate

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane for 5h; Ambient temperature;	94%

(3-chloro-pyrazin-2-yl)-methylamine (771581-15-8) + trimethylpyruvic acid (815-17-8) → C10H14ClN3O (1320266-96-3)

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	94%

iodobenzene (591-50-4) + 3,4-dihydronaphthalen-1-yl benzoate (66049-31-8) + trimethylpyruvic acid (815-17-8) → 2-phenyl-3,4-dihydronaphthalen-1-yl pivalate

Conditions	Yield
With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; silver(l) oxide In para-xylene at 80℃; for 24h; Sealed tube; Inert atmosphere;	94%

methyl 2-(4-tert-butylphenyl)acrylate (1007586-76-6) + trimethylpyruvic acid (815-17-8) → methyl 2-(4-(tert-butyl)phenyl)-4,4-dimethylpentanoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 3h; Inert atmosphere; Irradiation;	94%

iodobenzene (591-50-4) + 3,4-dihydronaphthalen-1-yl acetate (19455-84-6) + trimethylpyruvic acid (815-17-8) → 2-phenyl-3,4-dihydronaphthalen-1-yl pivalate

Conditions	Yield
With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; silver(l) oxide In para-xylene at 80℃; for 24h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;	93%

methylmagnesium chloride (676-58-4) + trimethylpyruvic acid (815-17-8) → (R,S)-2-hydroxy-2,3,3-trimethylbutanoic acid (4026-21-5)

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	92%

Triphenylmethylamin (5824-40-8) + trimethylpyruvic acid (815-17-8) → 2-triphenylmethylimino-3,3-dimethylbutanoic acid

Conditions	Yield
With copper(II) sulfate In 5,5-dimethyl-1,3-cyclohexadiene at 50 - 60℃; for 3h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	91.3%

trimethylpyruvic acid (815-17-8) → 2-hydroxy-3,3-dimethylbutanoic acid (4026-20-4)

Conditions	Yield
Stage #1: trimethylpyruvic acid With sodium tetrahydroborate; sodium hydroxide In water at 0 - 20℃; for 16.5h; Inert atmosphere; Schlenk technique; Stage #2: With hydrogenchloride In water Inert atmosphere; Schlenk technique;	91%
With sodium hydroxide; sodium tetrahydroborate In water at 20 - 25℃; for 24h;	82%
With sodium tetrahydroborate	77%

benzylacrylate (2495-35-4) + trimethylpyruvic acid (815-17-8) → benzyl 4,4-dimethylpentanoate (1436411-81-2)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	91%

3-Phenylpropenol (104-54-1) + trimethylpyruvic acid (815-17-8) → cinnamyl 3,3-dimethyl-2-oxobutanoate

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane	90%

1,2-diamino-benzene (95-54-5) + trimethylpyruvic acid (815-17-8) → 2-tert-butyl-1H-benzimidazole (24425-13-6)

Conditions	Yield
With silver trifluoromethanesulfonate In water; acetonitrile at 60℃; for 24h; Schlenk technique;	90%

(+/-)-(2-aminoethyl)phenylphosphine (15916-56-0) + trimethylpyruvic acid (815-17-8) → 2-phenylphosphanylethylammonium pivalate

Conditions	Yield
In diethyl ether at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique;	90%

methyl 2-(4-fluorophenyl)acrylate (50415-66-2) + trimethylpyruvic acid (815-17-8) → methyl 2-(4-fluorophenyl)-4,4-dimethylpentanoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	90%

methyl 2-(4-chlorophenyl)acrylate (50415-59-3) + trimethylpyruvic acid (815-17-8) → methyl 2-(4-chlorophenyl)-4,4-dimethylpentanoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	90%

trimethylpyruvic acid (815-17-8) + methyl 2-(4-bromophenyl)acrylate → methyl 2-(4-bromophenyl)-4,4-dimethylpentanoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In acetone at 25℃; for 2h; Inert atmosphere; Irradiation;	89%

tert-butyl carbamate (4248-19-5) + trimethylpyruvic acid (815-17-8) → 2-tert-butoxycarbonylimino-3,3-dimethylbutanoic acid

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 40 - 55℃; for 3h; Solvent; Temperature; Inert atmosphere;	89%

4-nonyn-3-ol (999-70-2) + trimethylpyruvic acid (815-17-8) → non-4-yn-3-yl 3,3-dimethyl-2-oxobutanoate

Conditions	Yield
With pyridine; methanesulfonyl chloride In tetrahydrofuran at 0 - 20℃; for 24h;	89%

Thiocarbohydrazide (2231-57-4) + trimethylpyruvic acid (815-17-8) → triazone

Conditions	Yield
With hydrogenchloride In water at 40℃; for 3h; pH=1.5;	88.4%

phenylhydrazine (100-63-0) + trimethylpyruvic acid (815-17-8) → 3,3-dimethyl-2-oxo-butanoic acid phenyhydrazone (38559-30-7)

Conditions	Yield
In acetic acid	87%
With hydrogenchloride In water at 20℃; for 2h;	74%

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 855232-68-7 2-tert-butyl-4-chloro-but-1-en-3-yne 
• 2809-84-9 2-(tert-butyl)-but-1-en-3-yne 
• 855232-69-8 4-bromo-2-tert-butyl-but-1-en-3-yne 
• 98-54-4 para-tert-butylphenol 
• 5333-74-4 ethyl 3,3-dimethyl-2-oxobutanoate 
• 1197040-29-1 phenyl isocyanate 
• 124-38-9 carbon dioxide 
• 594-19-4 tert.-butyl lithium 
• 38559-25-0 acetic acid 3,3-dimethyl-2-oxobutyl ester 
• 17530-24-4 di-tert-butylacetylene 
• 75716-88-0 tert-butyl 3,3-dimethyl-2-oxobutanoate 
• 88919-77-1 6'-(tert-butyl)spiro3.7>decane-2,3'-1',2',4'-trioxan>-5'-one 
• 10028-15-6 ozone 

Downstream Products

• 26029-60-7 N-(neopentylidene)aniline 
• 74265-71-7 N-phenyl-(1,2-dimethylpropylidene)amine 
• 630-19-3 pivalaldehyde 
• 20658-09-7 2-(2,4-dinitro-phenylhydrazono)-3,3-dimethyl-butyric acid 
• 4026-20-4 2-hydroxy-3,3-dimethylbutanoic acid 
• 75-98-9 Trimethylacetic acid 
• 62134-88-7 N-(2,2-dimethylpropylidene)cyclohexanamine 
• 97528-12-6 Trimethylacetaldehyd-phenaethylimid 
• 5333-74-4 ethyl 3,3-dimethyl-2-oxobutanoate 
• 91951-33-6 2-Isobutylimino-3,3,3-trimethyl-propionsaeure 
• 91690-55-0 2-Cyclohexylimino-3,3,3-trimethyl-propionsaeure 
• 92040-68-1 2-Benzylimino-3,3,3-trimethyl-propionsaeure 
• 93086-03-4 2-Phenylimino-3.3.3-trimethyl-propionsaeure 
• 92500-42-0 2-Phenaethylimino-3,3,3-trimethyl-propionsaeure 

Relevant articles and documents

Variation in pantothenate kinase type determines the pantothenamide mode of action and impacts on coenzyme A salvage biosynthesis

N-substituted pantothenamides are analogues of pantothenic acid, the vitamin precursor of CoA, and constitute a class of well-studied bacterial growth inhibitors that show potential as new antibacterial agents. Previous studies have highlighted the importance of pantothenate kinase (PanK; EC 2.7.1.33) (the first enzyme of CoA biosynthesis) in mediating pantothenamide-induced growth inhibition by one of two proposed mechanisms: first, by acting on the pantothenamides as alternate substrates (allowing their conversion into CoA antimetabolites, with subsequent effects on CoA- and acyl carrier protein-dependent processes) or, second, by being directly inhibited by them (causing a reduction in CoA biosynthesis). In the present study we used structurally modified pantothenamides to probe whether PanKs interact with these compounds in the same manner. We show that the three distinct types of eubacterial PanKs that are known to exist (PanKI, PanKII and PanKIII) respond very differently and, consequently, are responsible for determining the pantothenamide mode of action in each case: although the promiscuous PanKI enzymes accept them as substrates, the highly selective PanKIIIs are resistant to their inhibitory effects. Most unexpectedly, Staphylococcus aureus PanK (the only known example of a bacterial PanKII) experiences uncompetitive inhibition in a manner that is described for the first time. In addition, we show that pantetheine, a CoA degradation product that closely resembles the pantothenamides, causes the same effect. This suggests that, in S. aureus, pantothenamides may act by usurping a previously unknown role of pantetheine in the regulation of CoA biosynthesis, and validates its PanK as a target for the development of new antistaphylococcal agents.

Preparation method of 3, 3-dimethyl-2-oxobutyric acid and triazinone

The invention relates to the field of pesticides, and discloses a preparation method of 3, 3-dimethyl-2-oxobutyric acid and triazinone. The preparation method of the 3, 3-dimethyl-2-oxobutyric acid provided by the invention comprises the step of oxidizing the 3, 3-dimethyl-2-oxobutyric acid and/or a salt thereof by taking oxygen-containing gas as an oxidizing agent in the presence of a catalyst under the condition that the pH value is 7-13. According to the method disclosed by the invention, the 3, 3-dimethyl-2-hydroxybutyric acid and/or the salt thereof is taken as the raw material, and oxygen or air is used for replacing other oxidants, so that high-salinity wastewater and solid waste are avoided, the cost of the raw material is reduced, and the method is simple to operate and suitable for industrial production.

Novel synthesis method of metribuzin intermediate

The invention discloses a novel synthesis method of a metribuzin intermediate, wherein the intermediate triazinone of metribuzin is produced by using pinacolone (methyl tert-butyl ketone) as an initial raw material through reaction steps of chlorination, hydrolysis, oxidation, condensation and the like. According to the invention, the reaction conditions are mild, and the total yield reaches 92.4%; hydrogen peroxide is used as an oxidizing agent for replacing sodium hypochlorite, and the oxidation reaction is carried out at a room temperature, so that the operation is convenient, and the byproduct is water so as to avoid the discharge of pollutants such as salt-containing wastewater and the like in the production process; and after the reaction is finished, the intermediate and the catalyst are subjected to chromatographic separation so as to recycle the water phase containing the catalyst.

Method for preparing 3,3-dimethyl-2-oxo-butyric acid

The invention relates to the technical field of chemical engineering, and discloses a method for preparing 3,3-dimethyl-2-oxo-butyric acid. The method comprises the following steps: (1) carrying out acontact reaction on oxalyl chloride and N,N'-diphenyl urea to obtain 1,3-diphenyl-2,4,5-imidazoline triketone; (2) enabling the 1,3-diphenyl-2,4,5-imidazoline triketone to react with a Grignard reagent containing tert-butyl to obtain 5-tert-butyl-5-hydroxy-1,3-diphenyl-2,4-imidazolinedione; and (3) carrying out a hydrolysis reaction on the 5-tert-butyl-5-hydroxy-1,3-diphenyl-2,4-imidazolinedione,and acidifying a product obtained after the hydrolysis reaction to obtain the 3,3-dimethyl-2-oxo-butyric acid. The method has the advantages of environmental protection and high efficiency.

Pd(OAc)2-Catalyzed Asymmetric Hydrogenation of α-Iminoesters

An efficient Pd(OAc)2-catalyzed asymmetric hydrogenation of α-iminoesters was realized for the first time at 1 atm hydrogen pressure and room temperature. Pd(OAc)2, a less expensive Pd salt with low toxicity, was found to be the most suitable catalyst precursor rather than Pd(TFA)2 which is usually the catalyst of choice for homogeneous asymmetric hydrogenation. The chiral α-arylglycine fragments are widely found in many chiral products and bioactive molecules.

Triazinone preparation method

The invention relates to a triazinone preparation method, which comprises: carrying out a hydrolysis reaction on 1-chloropinacolone at a temperature of 80-140 DEG C under the actions of a solvent andan alkali to obtain a compound I, wherein the solvent is water; carrying out an oxidation reaction on the compound I in the presence of oxygen by using Pt as a catalyst under a neutral or weakly basiccondition to obtain a compound II; and carrying out a ring closure reaction on the compound II and thiocarbohydrazide under the catalysis of an acid to obtain triazinone, wherein the structure formula of the compound I is defined in the specification, and the structure formula of the compound II is defined in the specification. According to the present invention, 1-chloropinacolone is used as theraw material, and the water is used as the solvent, such that the generation of high salt wastewater can be avoided; Pt is used as the catalyst, and oxygen is used as the oxidant, such that the use of hydrogen peroxide can be avoided, and the catalyst can be recycled so as to reduce the raw material cost; and the production method is simple, meets the environmentally friendly requirement, and issuitable for industrial production, and the yield and the content of the final product are high.

Preparation method of 3,3-dimethyl-2-oxobutyric acid

The invention relates to a preparation method of 3,3-dimethyl-2-oxobutyric acid, and belongs to the technical field of pharmaceutical intermediate synthesis. In order to solve the problems of seriouspollution and low yield of the existing synthetic route, the invention provides a preparation method of 3,3-dimethyl-2-oxobutyric acid, and the method comprises: halogenating 3,3-dimethyl butyric acidwith a halogenating agent in an organic solvent to obtain an intermediate product; then carrying out a hydrolysis reaction to obtain a corresponding hydrolyzed product; and in the presence of TEMPO catalyst, oxidizing the hydrolyzed product under the action of an oxidant, and then carrying out acidification to obtain a product 3,3-dimethyl-2-oxobutyric acid. According to the preparation method provided by the invention, a mixed catalyst of a noble metal catalyst and a transition metal catalyst is avoided, the environmental pollution and the cost are reduced, and the effects of high yield andhigh purity can still be ensured.

A trimethyl pyruvic acid synthesis process (by machine translation)

This invention discloses a kind of trimethyl pyruvic acid synthesis process, including 1) adding to the reaction kettle the 250 [...] 350 kg and two chlorine frequency alkone the 250 [...] 350 kg water, stirred and heated up to 50 the [...] 80 °C thermal insulation after, 5h in adds by drops the 800 [...] 1000 kg concentration is 30% liquid, reaction to continue adding 3h, the aqueous solution containing the intermediate; 2) to add in aqueous solution of containing intermediate the 200 [...] 300 kg potassium permanganate, the temperature during the 50 [...] 60 °C, finish in 5h, to continue reaction 3h rear, filter, collect filtrate, adjusting the filtrate pH=1, with 500 kg dichloromethane extraction filtrate get organic layer, the organic layer atmospheric distillation to 100 °C, cooling to 40 °C, slowly adding the 280 [...] 320 kg petroleum ether temperature control 5 the [...] 10 °C stirring reaction under 5h, centrifugation to obtain the product. The raw materials of this invention is easy to obtain, the production cost is low, and the whole synthesis process operation is simple, convenient and enlarged the experiment. (by machine translation)

Method for preparing a triazones (by machine translation)

The invention discloses a method for preparing a triazones of: the two chlorine frequency alkone in the organic solvent and in the presence of the catalyst, in the 80 °C -140 ° C reaction under 1-3 hours, then post-processed to obtain compound I, compound I in the presence of an oxidizing agent and solvent, in 0 °C -40 ° C the oxidation reaction under 1-4 hours, a solution of trimethyl pyruvic acid obtained, the trimethyl pyruvic acid solution and sulfur under catalysis of carbazide in acid , in the 70 °C -90 ° C a cyclization reaction under 2-5 hours, then post-processed to obtain the triazones. The preparation method of this invention simple step, the raw materials are easy to obtain, the cost is low, does not produce high salt waste water, more consistent with the requirements of environmental protection, is suitable for industrial production, and, ultimately, to the yield of the product and the content is relatively high. (by machine translation)

Enantio- and chemoselective Br?nsted-acid/Mg(nBu) 2 catalysed reduction of α-keto esters with catecholborane

The first enantio- and chemoselective Br?nsted-acid catalysed reduction of α-keto esters with catecholborane has been developed. The α-hydroxy esters were obtained under mild reaction conditions in virtually quantitative yields and excellent enantioselectivities. With slight modifications both enantiomers can be obtained without any loss of selectivity. This journal is the Partner Organisations 2014.