595-37-9

Basic information

• Product Name: 2,2-Dimethylbutyric acid
• Synonyms: NEOHEXANOIC ACID;2,2-Dimethylbuttersαure;alpha,alpha-Dimethylbutanoic acid;alpha,alpha-Dimethylbutyric acid;Butanoicacid,2,2-dimethyl-;Butyric acid, 2,2-dimethyl-;DIMETHYLETHYLACETIC ACID;2,2-DIMETHYL-N-BUTYRIC ACID
• CAS NO: 595-37-9
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 116.16
• EINECS: 209-865-0
• Product Categories: Organic acids;C6;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;intermediates
• Mol File: 595-37-9.mol
• Article Data: 24

Chemical Properties

• Melting Point: -14°C
• Boiling Point: 94-96 °C5 mm Hg(lit.)
• Flash Point: 175 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.928 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.286mmHg at 25°C
• Refractive Index: n20/D 1.4154(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: pK1:5.03 (18°C)
• BRN: 1720666
• CAS DataBase Reference: 2,2-Dimethylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethylbutyric acid(595-37-9)
• EPA Substance Registry System: 2,2-Dimethylbutyric acid(595-37-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37-36
• RIDADR: 3265
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 595-37-9(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow or light green liquid

Uses

2,2-Dimethylbutyrate (DMB) is a potential treatment for thalassemia and hemoglobinopathies.

Definition

ChEBI: A branched-chain fatty acid and metabolite of the lactone prodrug simvastatin, whose sodium salt is potentially useful for the treatment of thalassaemias and haemoglobinopathies.

Synthesis Reference(s)

Synthetic Communications, 19, p. 1945, 1989 DOI: 10.1080/00397918908052587

InChI:InChI=1/C6H12O2/c1-4-6(2,3)5(7)8/h4H2,1-3H3,(H,7,8)/p-1

Synthetic route

pivalolactone (1955-45-9) + Me2CuMgBr → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
In tetrahydrofuran 1.) -30 deg C, 1 h, 2.) 0 deg C, 1 h;	91%

pivalolactone (1955-45-9) + methylmagnesium bromide (75-16-1) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
copper(l) iodide In tetrahydrofuran at 0℃; for 0.25h;	80%

2-methyl-2-butylchloride (594-36-5) + carbon dioxide (124-38-9) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
Stage #1: 2-methyl-2-butylchloride With magnesium In tetrahydrofuran; toluene at 50 - 90℃; for 2h; Stage #2: carbon dioxide In tetrahydrofuran; toluene at 35 - 45℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water; toluene for 4h; Reflux;	72%
(i) Mg, THF, (ii) /BRN= 1900390/; Multistep reaction;

1-penten (109-67-1) + carbon monoxide (201230-82-2) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With Ph4(CO)12; sulfuric acid at 20℃; under 760.051 Torr; for 1h; Carbonylation;	68%
With sulfuric acid; water at 20℃; under 760.051 Torr; Product distribution; Carbonylation; hydrolysis;	70 % Chromat.

formic acid (64-18-6) + 2-methyl-but-2-ene (513-35-9) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With sulfuric acid; pentane anschliessend mit Eiswasser;

2,2-dimethylbutyraldehyde (2094-75-9) → 2,2-dimethylbutyric acid (595-37-9)

2,2-dimethyl-but-3-enoic acid (10276-09-2) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With ethyl acetate; platinum Hydrogenation;

2,2-Dimethyl-1-butanol (1185-33-7) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With chromium(III) oxide; sulfuric acid
Multi-step reaction with 2 steps 1: copper / 250 - 300 °C View Scheme

2,2-dimethylbutanenitrile (20654-46-0) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With hydrogenchloride at 100 - 120℃;
(i) H2SO4, (ii) aq. NaNO2; Multistep reaction;

2,2-dimethyl-n-butyramide (102014-33-5) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With nitrosylsulfuric acid; sulfuric acid

4,4-dimethyl-hexan-3-one (19550-14-2) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With potassium dichromate; sulfuric acid
With alkaline KMNO4

ethyl 2,2-dimethylbutanoate (5129-40-8) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With hydrogen bromide at 180℃;

4,4-dimethyl-2-oxo-pentanoic acid (34906-87-1) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With sulfuric acid; dichromate anion

4-t-amylphenol (80-46-6) → 2,2-dimethylbutyric acid (595-37-9) + 4,4-dimethyl-2-oxo-pentanoic acid (34906-87-1)

Conditions	Yield
With potassium permanganate

1,1-dimethylpropylmagnesium chloride (28276-08-6) + methylammonium carbonate (15719-64-9, 15719-76-3, 97762-63-5) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With diethyl ether

ethene (74-85-1) + isobutyric Acid (79-31-2) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With di-tert-butyl peroxide at 170℃; under 44130.5 Torr;
With oxygen; 1,2-di(benzylidene)hydrazine at 250℃; under 625182 - 720798 Torr;

ethene (74-85-1) + isobutyric Acid (79-31-2) + benzaldehyde benzylidenehydrazone (28867-76-7) → 2,2-dimethylbutyric acid (595-37-9) + 2,2-dimethylhexanoic acid (813-72-9)

Conditions	Yield
at 250 - 275℃; under 147102 - 698732 Torr;

formic acid (64-18-6) + 2-pentene (109-68-2) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With sulfuric acid; pentane anschliessend mit Eiswasser;

2-methyl-but-2-ene (513-35-9) + carbon monoxide (201230-82-2) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With boron trifluoride; water; propionic acid under 76000 Torr;
With water; silver trifluoromethanesulfonate In hexane at 150℃; under 37503 Torr; for 18h; Koch carbonylation;	10 % Chromat.

ethene (74-85-1) + isobutyric acid sodium salt (996-30-5) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With sodium amide at 150 - 250℃;

pentan-1-ol (71-41-0) + carbon monoxide (201230-82-2) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With phosphoric acid

1-Heptene (592-76-7) + carbon monoxide (201230-82-2) → 2,2-dimethylbutyric acid (595-37-9) + 2-methyl-2-ethylpentanoic acid (5343-52-2, 72335-48-9) + 2,2-dimethyl-n-valeric acid (1185-39-3) + 2,2-dimethylhexanoic acid (813-72-9) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With sulfuric acid; silver(l) oxide at 30℃; under 760 Torr; for 4h; Product distribution; other catalyst;	A 4 % Turnov. B 25 % Turnov. C 4 % Turnov. D 66 % Turnov. E 1 % Turnov.

3-methylbutyric acid (503-74-2) + carbon monoxide (201230-82-2) → 2,2-dimethylbutyric acid (595-37-9) + 4-Methylpentanoic acid (646-07-1)

Conditions	Yield
With hydrogen; ruthenium(IV) oxide; methyl iodide at 220℃; under 205200 Torr; Yield given. Yields of byproduct given;

1-hexene (592-41-6) + carbon monoxide (201230-82-2) → 2-methyl-2-ethylbutanoic acid (19889-37-3) + 2,2-dimethylbutyric acid (595-37-9) + 2-ethylvaleric acid (20225-24-5) + 2,2-dimethyl-n-valeric acid (1185-39-3) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With sulfuric acid; silver(l) oxide at 30℃; under 760 Torr; for 4h; Product distribution; other catalyst;	A 23 % Turnov. B 21 % Turnov. C 7 % Turnov. D 44 % Turnov. E 5 % Turnov.

formic acid (64-18-6) + tert-Amyl alcohol (75-85-4) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
With sulfuric acid 1.) acetic acid, 5 deg C, 3 min, 2.) 5 deg C, 3.0 h; Yield given. Multistep reaction;

n-hexan-2-ol (626-93-7) + carbon monoxide (201230-82-2) → 2-methyl-2-ethylbutanoic acid (19889-37-3) + 2,2-dimethylbutyric acid (595-37-9) + 2-ethylvaleric acid (20225-24-5) + 2-methylhexanoic acid (4536-23-6) + 2,2-dimethyl-n-valeric acid (1185-39-3) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With sulfuric acid; silver(l) oxide at 30℃; under 760 Torr; for 4h; Product distribution;	A 34 % Turnov. B 5 % Turnov. C 9 % Turnov. D 8 % Turnov. E 43 % Turnov. F 1 % Turnov.

poly(methacrylic acid) (79-41-4) + ethene (74-85-1) → 2,2-dimethylbutyric acid (595-37-9)

Conditions	Yield
Yield given. Multistep reaction;

1-penten (109-67-1) + carbon monoxide (201230-82-2) → 2-Ethylbutanoic acid (88-09-5) + 2,2-dimethylbutyric acid (595-37-9) + Trimethylacetic acid (75-98-9)

Conditions	Yield
With sulfuric acid; silver(l) oxide at 30℃; under 760 Torr; for 4h; Product distribution;	A 9 % Turnov. B 74 % Turnov. C 7 % Turnov.

(1,3-dimethylbutyl)benzene (19219-84-2) → 2,2-dimethylbutyric acid (595-37-9) + 1,3,3-trimethylindane (2613-76-5) + benzene (71-43-2)

Conditions	Yield
With trifluorormethanesulfonic acid; carbon monoxide; 2-Methyl-1-butene In tetrachloromethane under 79800.1 Torr; for 3h; Ambient temperature; Title compound not separated from byproducts;	A 5 % Chromat. B 27 % Chromat. C 29 % Chromat.

2,2-dimethylbutyric acid (595-37-9) + tert-butylisonitrile (119072-55-8, 7188-38-7) + 3-nitro-benzaldehyde (99-61-6) → (R)-2-(tert-butylamino)-1-(3-nitrophenyl)-2-oxoethyl 2,2-dimethylbutanoate

Conditions

Yield

Stage #1: 2,2-dimethylbutyric acid; 3-nitro-benzaldehyde With (R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; magnesium sulfate In chloroform at -20℃; for 0.166667h; Passerini Condensation; Inert atmosphere; Schlenk technique; Stage #2: tert-butylisonitrile In chloroform at -20℃; for 36h; Passerini Condensation; Inert atmosphere; Schlenk technique; enantioselective reaction;

99%

2,2-dimethylbutyric acid (595-37-9) + triphenylbismuthane (603-33-8) → bismuth(III) 2,2-dimethylbutanoate

Conditions	Yield
In toluene at 110℃; for 16h; Schlenk technique; Inert atmosphere;	99%

n-butyllithium (109-72-8, 29786-93-4) + 2,2-dimethylbutyric acid (595-37-9) → lithium 2,2-dimethylisobutyrate

Conditions	Yield
Stage #1: n-butyllithium; 2,2-dimethylbutyric acid In hexane at -80℃; Schlenk technique; Inert atmosphere; Stage #2: In hexane at 20℃; for 2h; Schlenk technique; Inert atmosphere;	99%

6 (R)-[2-(8'(S)-hydroxy-2'(S),6'(R)-dimethyl-1',2',6',7',8',8'a (R)-hexahydronaphthyl-1'(S))ethyl]-4 (R)-(dimethyl-tert-butylsilyloxy)-3,4,5,6-tetrahydro-2H-pyran-2-on + 2,2-dimethylbutyric acid (595-37-9) → C32H54O5Si

Conditions	Yield
Stage #1: 2,2-dimethylbutyric acid With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: 6 (R)-[2-(8'(S)-hydroxy-2'(S),6'(R)-dimethyl-1',2',6',7',8',8'a (R)-hexahydronaphthyl-1'(S))ethyl]-4 (R)-(dimethyl-tert-butylsilyloxy)-3,4,5,6-tetrahydro-2H-pyran-2-on With C24H27O2P; N,N-dimethyl-aniline at 0 - 20℃; for 10h;	97%

6 (R)-[2-(8'(S)-hydroxy-2'(S),6'(R)-dimethyl-l',2',6',7',8',8a'(R)-hexahydronaphthyl-1' (S)) ethyl]-4 (R)-(dimethyl-tert-butylsilyloxy)-3,4,5,6-tetrahydro-2H-pyran-2-on + 2,2-dimethylbutyric acid (595-37-9) → C31H52O5Si

Conditions	Yield
Stage #1: 2,2-dimethylbutyric acid With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 0.5h; Stage #2: 6 (R)-[2-(8'(S)-hydroxy-2'(S),6'(R)-dimethyl-l',2',6',7',8',8a'(R)-hexahydronaphthyl-1' (S)) ethyl]-4 (R)-(dimethyl-tert-butylsilyloxy)-3,4,5,6-tetrahydro-2H-pyran-2-on at 0 - 20℃; for 10h;	97%

2,2-dimethylbutyric acid (595-37-9) + benzylacrylate (2495-35-4) → benzyl 2-(4-ethyl-4-methyl-5-oxotetrahydrofuran-2-yl)acetate

Conditions	Yield
With palladium(II) trifluoroacetate; 1,1,1,3',3',3'-hexafluoro-propanol; N-[2-(phenylsulfanyl)ethyl]acetamide; HO4P(2-)*Na(1+)*7H2O; silver carbonate at 120℃; for 12h; Reagent/catalyst;	96%

2,2-dimethylbutyric acid (595-37-9) + C22H34O5 → C28H44O6

Conditions	Yield
With sulfuric acid In benzene for 3h; Reflux;	96%

lanthanum (7439-91-0) + 2,2-dimethylbutyric acid (595-37-9) → La(3+)*3CH3CH2C(CH3)2COO(1-)=La(CH3CH2C(CH3)2COO)3

Conditions	Yield
mercury(II) diacetate; mercury dichloride In toluene La was suspended in toluene, 2,2-dimethylbutyric acid was added, soln. was heated at reflux for 30 min, HgCl2 and Hg(OAc)2 were added, soln. washeated to reflux and stirred for 3 h; ppt. was filtered off, washed with hexane, heated for 30 min at 175°C, and dried at 5E-4 Torr at 120°C; elem. anal.;	94%

1,3-Benzothiazole (95-16-9) + 2,2-dimethylbutyric acid (595-37-9) → 2-(tert-pentyl)benzo[d]thiazole (1556673-19-8)

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate In dichloromethane; water at 20℃; for 8h;	93%
With ammonium peroxydisulfate; anthocyanin In dichloromethane; water at 20℃; Minisci Aromatic Substitution; Irradiation; Green chemistry;	89%
With sodium phosphate dibasic dodecahydrate; 9-(2-mesityl)-10-methylacridinium perchlorate In water; acetonitrile at 20℃; for 36h; Irradiation;	80%

2,2-dimethylbutyric acid (595-37-9) + {(2S,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-yl}-methanol (157117-04-9) → 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester (157117-13-0)

Conditions	Yield
With dmap; methanesulfonyl chloride; triethylamine In dichloromethane	92%

N-hydroxyphthalimide (524-38-9) + 2,2-dimethylbutyric acid (595-37-9) → 1,3-dioxoisoindolin-2-yl 2,2-dimethylbutanoate

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃;	92%
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 0.5h;	78%
With dmap; diisopropyl-carbodiimide In dichloromethane

2,2-dimethylbutyric acid (595-37-9) + zinc(II) oxide → tetrazinc μ4-oxohexa-mu.-2,2-dimethylbutanoate

Conditions	Yield
In toluene mixt. 2,2-dimethylbutanoic acid (6 equiv.) and zinc oxide (4 equiv.) and toluene heated with stirring for 3 h (water removed); product filtered, solvent removed from filtrate, purified by recrystn.;elem. anal.;	91%

2,2-dimethylbutyric acid (595-37-9) + phenylpropyolic acid (637-44-5) → 3,3-Dimethyl-1-phenylpent-1-in (131974-58-8)

Conditions	Yield
With dipotassium peroxodisulfate; copper; silver nitrate In water; acetonitrile at 110℃; for 12h;	91%

2,2-dimethylbutyric acid (595-37-9) + N‐(pyrimidin‐2‐yl)indoline → 7-(tert-pentyl)-1-(pyrimidin-2-yl)indoline

Conditions	Yield
With [bis(acetoxy)iodo]benzene; palladium diacetate at 40℃; for 2h; regioselective reaction;	91%

2,2-dimethylbutyric acid (595-37-9) + (E)-3-phenylacrylic acid (140-10-3) → C13H18

Conditions	Yield
With dipotassium peroxodisulfate; copper; silver nitrate In water; acetonitrile at 90℃; for 12h;	89%

neodymium + 2,2-dimethylbutyric acid (595-37-9) → Nd(3+)*3CH3CH2C(CH3)2COO(1-)=Nd(CH3CH2C(CH3)2COO)3

Conditions	Yield
mercury(II) diacetate; mercury dichloride In toluene Nd was suspended in toluene, 2,2-dimethylbutyric acid was added, soln. was heated at reflux for 30 min, HgCl2 and Hg(OAc)2 were added, soln. washeated to reflux and stirred for 3 h; ppt. was filtered off, washed with hexane, heated for 30 min at 175°C, and dried at 5E-4 Torr at 120°C; elem. anal.;	88%

2,2-dimethylbutyric acid (595-37-9) + 2-methyl-N‐(pyrimidin‐2‐yl)indoline → 2-methyl-7-(tert-pentyl)-1-(pyrimidin-2-yl)indoline

Conditions	Yield
With [bis(acetoxy)iodo]benzene; palladium diacetate at 40℃; for 2h; regioselective reaction;	87%

5-methyl-6-cyano-7-hydrazino-2-oxo-2H-pyrano[2,3-b]pyridine-3-carboxylic acid (1057481-46-5) + 2,2-dimethylbutyric acid (595-37-9) → C17H16N4O4 (1057481-82-9)

Conditions	Yield
Heating;	85%

benzoxazole (273-53-0) + 2,2-dimethylbutyric acid (595-37-9) → 2-(2-methyl-2-butyl) benzoxazole (108071-44-9)

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate In dichloromethane; water at 20℃; for 8h;	85%

[Mn12O12(acetato)16(H2O)4]*4H2O*2(acetic acid) + 2,2-dimethylbutyric acid (595-37-9) + dichloromethane (75-09-2) → [Mn12O12(O2C-tert-pentyl)16(H2O)4]*CH2Cl2

Conditions	Yield
In dichloromethane; acetonitrile byproducts: acetic acid; soln. Mn complex in MeCN was treated with soln. EtMe2CCOOH in CH2Cl2 andstirred overnight; solvent was removed in vacuo, residue was dissolved in toluene and evapd. to dryness (repeated 3 times), residue was dissolved in CH2Cl2, filtered, MeNO2 was added, 4°C for 4 days, ppt. was filtered, washed with MeNO2, dried in vacuo; elem. anal.;	83%

2,2-dimethylbutyric acid (595-37-9) + 6-nitrobenzo[d]thiazole (2942-06-5) → 6-nitro-2-(tert-pentyl)benzo[d]thiazole (1556673-59-6)

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate In dichloromethane; water at 20℃; for 8h;	83%

2,2-dimethylbutyric acid (595-37-9) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + lithium phenylacetylide (4440-01-1) → 4,4-dimethyl-1-phenylhex-1-yn-3-one

Conditions	Yield
Stage #1: 2,2-dimethylbutyric acid With oxalyl dichloride Stage #2: N,O-dimethylhydroxylamine*hydrochloride With pyridine Stage #3: lithium phenylacetylide	82%

2,2-dimethylbutyric acid (595-37-9) + 2-ethyl-2-(3-hydroxy-2,2-dimethylpropoxymethyl)-propane-1,3-diol → C29H54O7

Conditions	Yield
at 200℃; for 50h; Inert atmosphere;	81%

C6H4NCH2CHCCH2 (491-35-0) + 2,2-dimethylbutyric acid (595-37-9) → 4-methyl-2-(tert-pentyl)quinoline

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 12h; Inert atmosphere; Irradiation; Schlenk technique;	81%

Upstream product

• 1185-33-7 2,2-Dimethyl-1-butanol 
• 5129-40-8 ethyl 2,2-dimethylbutanoate 
• 64-18-6 formic acid 
• 75-85-4 tert-Amyl alcohol 
• 626-93-7 n-hexan-2-ol 
• 201230-82-2 carbon monoxide 
• 109-67-1 1-penten 
• 7664-93-9 sulfuric acid 
• 109-66-0 pentane 
• 109-68-2 2-pentene 
• 513-35-9 2-methyl-but-2-ene 
• 1955-45-9 pivalolactone 
• 6032-29-7 (+/-)-2-pentanol 
• 71-41-0 pentan-1-ol 

Downstream Products

• 124-38-9 carbon dioxide 
• 78-84-2 isobutyraldehyde 
• 67-64-1 acetone 
• 57144-65-7 2-(phenylmethyl)-2-methylbutanoic acid 
• 123049-81-0 simvastatin 
• 1610455-73-6 N-(4-cyano-2,3,5,6-tetrafluorophenyl)-2,2-dimethylbutanamide 
• 829-10-7 2,2-dimethyl-1-phenylbutanone 
• 157117-13-0 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester 
• 29138-64-5 α,α-dimethylbutanoic anhydride 
• 5856-77-9 2,2-dimethylbutanoyl chloride 

Relevant articles and documents

Identification of 2,2-Dimethylbutanoic Acid (HST5040), a Clinical Development Candidate for the Treatment of Propionic Acidemia and Methylmalonic Acidemia

Propionic acidemia (PA) and methylmalonic acidemia (MMA) are rare autosomal recessive disorders of propionyl-CoA (P-CoA) catabolism, caused by a deficiency in the enzymes P-CoA carboxylase and methylmalonyl-CoA (M-CoA) mutase, respectively. PA and MMA are classified as intoxication-type inborn errors of metabolism because the intramitochondrial accumulation of P-CoA, M-CoA, and other metabolites results in secondary inhibition of multiple pathways of intermediary metabolism, leading to organ dysfunction and failure. Herein, we describe the structure-activity relationships of a series of short-chain carboxylic acids which reduce disease-related metabolites in PA and MMA primary hepatocyte disease models. These studies culminated in the identification of 2,2-dimethylbutanoic acid (10, HST5040) as a clinical candidate for the treatment of PA and MMA. Additionally, we describe the in vitro and in vivo absorption, distribution, metabolism, and excretion profile of HST5040, data from preclinical studies, and the synthesis of the sodium salt of HST5040 for clinical trials.

A 2, 2 - dimethyl butyric acid

The invention relates to a pesticide synthesis technology field, discloses a 2, 2 - dimethyl butyric acid, use chloro- uncle pentane preparing Grignard reagent, then with the ester compound produced by the reaction of 2, 2 - dimethyl ester, followed by hydrolysis to obtain 2, 2 - dimethyl butyric acid. To avoid the traditional production of large amount of sulfuric acid used in the method of defect, reducing the risk of the working personnel, and the use of some conventional chemical reagent can prepare 2, 2 - dimethyl butyric acid, convenient to make the 2, 2 - dimethyl butyric acid.

Palladium-catalyzed 2-pyridylmethyl-directed β-C(sp3)–H activation and cyclization of aliphatic amides with gem-dibromoolefins: A rapid access to γ-lactams

The direct Pd-catalyzed β-C(sp3)–H activation and cyclization of aliphatic amides bearing a removable 2-pyridylmethyl directing group with gem-dibromoolefins is described for the first time to construct a variety of γ-lactams. The resulting products with Z- and E-configurations can be easily separated and purified after the reaction, demonstrating the effectiveness and applicability of the method herein developed.