Pentanoicacid, 4-mercapto-4-methyl- supplier

Name
4-MERCAPTO-4-METHYLVALERIC ACID
EINECS
CAS No. 140231-31-8
Article Data5
CAS DataBase
Density 1.087 g/cm³
Solubility
Melting Point
Formula C₆H₁₂O₂S
Boiling Point 256.438 °C at 760 mmHg
Molecular Weight 148.226
Flash Point 108.89 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-Mercapto-4-methylpentanoic acid;4-Methyl-4-sulfanylpentanoic acid;
PSA 76.10000
LogP 1.55960

Synthetic route

: 131237-84-8
4-mercapto-4-methylvaleronitrile

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water Heating / reflux;	39%
With sodium hydroxide In ethanol Heating;	10 g

: 3772-13-2
2,2-dimethylthiirane

: 124-38-9
carbon dioxide

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide; n-butyllithium; sodium sulfate In tetrahydrofuran; hydrogenchloride; ethanol; water; ethyl acetate; acetonitrile	39%

4-methyl-3-pentanoic acid: 4-methyl-3-pentanoic acid

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

Conditions

Conditions	Yield
With hydrogen sulfide; sulfur at 180℃;

: 17356-08-0
thiourea

: 89795-03-9, 7210-38-0
methyl 4-hydroxy-4-methylpentanoate

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

Conditions

Conditions	Yield
Stage #1: thiourea; methyl 4-hydroxy-4-methylpentanoate With hydrogenchloride In water for 24h; Reflux; Stage #2: With water; lithium hydroxide In methanol Reflux;

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 86770-74-3
11-amino-3,6,9-trioxaundecanol

: C14H29NO5S

Conditions

Conditions	Yield
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile for 0.533333h; Stage #2: 11-amino-3,6,9-trioxaundecanol In acetonitrile for 18h;	96%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: N-acetyl calicheamicin

: 4-(((E)-2-((1R,8S,Z)-8-(((2R,3R,4R,5S,6R)-5-((((2S,4S,5S,6R)-5-((4-(((2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl)thio)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)amino)-3-(((2S,4S,5S)-5-(N-ethylacetamido)-4-methoxytetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-1-hydroxy-10-((methoxycarbonyl)amino)-11-oxobicyclo[7.3.1]trideca-4,9-dien-2,6-diyn-13-ylidene)ethyl)disulfanyl)-4-methylpentanoic acid

Conditions

Conditions	Yield
With triethylamine In acetonitrile at -15 - 20℃;	90.5%

: 2127-03-9
2,2'-dipyridyldisulphide

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 4-(2-pyridylldisulfanyl)-4-methylvaleric acid

Conditions

Conditions	Yield
With sodium phosphate In methanol for 6h; pH=7.5;	87%
In methanol; aq. phosphate buffer for 6h; pH=7.5;	87%
In methanol; aq. phosphate buffer for 6h; pH=7.5;	87%
In methanol; aq. phosphate buffer for 6h; pH=7.5;	87%

: 2949-92-0
methanethiosulfonic acid S-methyl ester

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 796073-55-7
N-methyl-N-[4-methyl-(4-methyldithio)-1-oxopropyl]-L-alanine

Conditions

Conditions	Yield
In methanol at 0 - 20℃; pH=6 - 7.5; aq. phosphate buffer;	83%
With sodium carbonate In ethanol; water at 20℃; for 3h;	70%
With sodium carbonate In ethanol; water at 0℃; for 3h;	70%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 929-06-6
2-(2-Aminoethoxy)ethanol

: C10H21NO3S

Conditions

Conditions	Yield
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile for 0.5h; Stage #2: 2-(2-Aminoethoxy)ethanol In acetonitrile for 20h;	69%
Stage #1: 4-mercapto-4-dimethylpentanoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 0.166667h; Stage #2: 2-(2-Aminoethoxy)ethanol In dichloromethane for 19h;

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 57260-73-8
N-BOC-1,2-diaminoethane

: C13H26N2O3S

Conditions

Conditions	Yield
Stage #1: 4-mercapto-4-dimethylpentanoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.166667h; Stage #2: N-BOC-1,2-diaminoethane In dichloromethane for 24h;	67%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 112257-19-9
tert-butyl N-methyl-N-<2-(methylamino)ethyl>carbamate

: tert-butyl methyl{2-[methyl(4-methyl-4-sulfanylpentanoyl)amino]ethyl}carbamate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;	65%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: C57H77IN4O22S4

: C62H85IN4O24S3

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide; acetonitrile at -15 - 20℃; for 0.5h;	61%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 2450-71-7
Propargylamine

: C9H15NOS

Conditions

Conditions	Yield
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile for 1h; Stage #2: Propargylamine In acetonitrile	59%
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile for 1h; Stage #2: Propargylamine In acetonitrile	59%
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile for 1h; Stage #2: Propargylamine In acetonitrile	59%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 100-46-9
benzylamine

: C13H19NOS

Conditions

Conditions	Yield
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile for 1h; Stage #2: benzylamine In acetonitrile	59%
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile for 1h; Stage #2: benzylamine In acetonitrile	59%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 111625-28-6
2-(2-(Pyridin-2-yl)disulfanyl)ethanol

: 4-((2-hydroxyethyl)disulfanyl)-4-methylpentanoic acid

Conditions

Conditions	Yield
With acetic acid In methanol at 45℃; for 120h;	58.1%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 31576-51-9
2-(2-methoxyethoxy)ethanamine

: C11H23NO3S

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 20 - 60℃; for 75.5h;	54%

: 892402-95-8
4-((2-pyridyl)dithio)butan-1-ol

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: C10H20O3S2

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃; for 16h;	50%
With acetic acid In methanol at 20℃; for 16h;	50%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: C15H23NO2

: C21H33NO3S

Conditions

Conditions	Yield
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile at 20℃; for 0.5h; Inert atmosphere; Stage #2: C15H23NO2 In acetonitrile at 20℃;	49%
Stage #1: 4-mercapto-4-dimethylpentanoic acid With dmap; acetic anhydride; triethylamine In acetonitrile at 20℃; for 0.5h; Inert atmosphere; Stage #2: C15H23NO2 In acetonitrile at 20℃;	49%

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 4,4,7,7-tetramethyl-5,6-dithia-decanedioic acid

Conditions

Conditions	Yield
With iodine

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 796073-57-9
N-methyl-N-[4-methyl-(4-methyldithio)-1-oxopentyl]-L-alanine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C 2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h 3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 796073-56-8
2,5-dioxopyrrolidin-1-yl 4-methyl-4-(methyldisulfanyl)pentanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C 2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 796073-69-3
N2′-deacetyl-N2′-(4-mercapto-4-methyl-1-oxopentyl)maytansine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C 2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h 3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h 4: 36 percent / dicyclohexylcarbodiimide; ZnCl2 / CH2Cl2; diethyl ether / 2 h / 20 °C 5: 97 percent / dithiothreitol / methanol; ethyl acetate; aq. phosphate buffer / 3 h / pH 7.5 View Scheme

Yield

Multi-step reaction with 5 steps
1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C
2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h
3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h
4: 36 percent / dicyclohexylcarbodiimide; ZnCl2 / CH2Cl2; diethyl ether / 2 h / 20 °C
5: 97 percent / dithiothreitol / methanol; ethyl acetate; aq. phosphate buffer / 3 h / pH 7.5
View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: D-N2'-deacetyl-N2'-(4-mercapto-4-methyl-1-oxopentyl)maytansine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C 2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h 3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h 4: dicyclohexylcarbodiimide; ZnCl2 / CH2Cl2; diethyl ether / 2 h / 20 °C 5: dithiothreitol; EDTA / methanol; ethyl acetate; aq. phosphate buffer / 20 °C / pH 7.5 View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 796073-68-2
N2'-deacetyl-N2'-[4-methyl-4-(methyldithio)-1-oxopentyl]maytansine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C 2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h 3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h 4: 36 percent / dicyclohexylcarbodiimide; ZnCl2 / CH2Cl2; diethyl ether / 2 h / 20 °C View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 902768-55-2
N2'-deacetyl-N2'-[4-methyl-4-(methyldithio)-1-oxopentyl]-D-maytansine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C 2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h 3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h 4: dicyclohexylcarbodiimide; ZnCl2 / CH2Cl2; diethyl ether / 2 h / 20 °C View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: N2'-deacetyl-N2'-[4-methyl-4-(3-carboxy-propyldithio)-1-oxopentyl]maytansine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C 2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h 3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h 4: 36 percent / dicyclohexylcarbodiimide; ZnCl2 / CH2Cl2; diethyl ether / 2 h / 20 °C 5: 97 percent / dithiothreitol / methanol; ethyl acetate; aq. phosphate buffer / 3 h / pH 7.5 6: 57 percent / EDTA / methanol; aq. phosphate buffer / 3 h / pH 7.6 View Scheme

Yield

Multi-step reaction with 6 steps
1: 70 percent / sodium carbonate / ethanol; H2O / 3 h / 20 °C
2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH2Cl2 / 2 h
3: triethylamine / H2O; 1,2-dimethoxy-ethane / 2 h
4: 36 percent / dicyclohexylcarbodiimide; ZnCl2 / CH2Cl2; diethyl ether / 2 h / 20 °C
5: 97 percent / dithiothreitol / methanol; ethyl acetate; aq. phosphate buffer / 3 h / pH 7.5
6: 57 percent / EDTA / methanol; aq. phosphate buffer / 3 h / pH 7.6
View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 2127-10-8
5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine

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

: 663598-96-7
4-methyl-4-(5-nitro-pyridin-2-yldithio)pentanoic Acid

Conditions

Conditions	Yield
With 4-methyl-morpholine In tetrahydrofuran; ethyl acetate

...Expand

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 1354787-71-5
1-(1S)-(chloromethyl)-5-hydroxy-3-{5-[(5-(4-(methyldisulfanyl)-3,3-dimethylbutyryl)indol-2-ylcarbonyl)amino]indole-2-carbonyl}-1,2-dihydro-3H-benz[e]indole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer 2: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere 3: triethylsilane; trifluoroacetic acid / dichloromethane / 1 h 4: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer 2: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 1354787-73-7
t-butyl 5-[5-(4-methyldithio-3,3-dimethylbutyryl)indol-2-yl-carbonylamino]indole-2-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer 2: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 1354787-74-8
5-[5'-(3-(methyldithio)-3,3-dimethyl butyryl)indol-2-ylcarbonylamino]indole-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer 2: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere 3: triethylsilane; trifluoroacetic acid / dichloromethane / 1 h View Scheme

: 140231-31-8
4-mercapto-4-dimethylpentanoic acid

: 1354787-76-0
1-[S]-(chloromethyl)-5-phosphonoxy-3-{{5-[5-(4-methyldithio-3,3-dimethylbutyryl)indol-2-ylcarbonylamino]indole-2-yl}-carbonyl}-1,2-dihydro-3H-benz[e]indole

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer 2.1: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere 3.1: triethylsilane; trifluoroacetic acid / dichloromethane / 1 h 4.1: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / tetrahydrofuran; acetonitrile / 2.5 h / 0 °C / Inert atmosphere 5.2: pH 7 / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer 2.1: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere 3.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / tetrahydrofuran; acetonitrile / 2.5 h / 0 °C / Inert atmosphere 3.2: pH 7 / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1.1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer
2.1: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere
3.1: triethylsilane; trifluoroacetic acid / dichloromethane / 1 h
4.1: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / tetrahydrofuran; acetonitrile / 2.5 h / 0 °C / Inert atmosphere
5.2: pH 7 / Inert atmosphere
View Scheme

Multi-step reaction with 3 steps
1.1: methanol / 0 - 20 °C / pH 6 - 7.5 / aq. phosphate buffer
2.1: N,N-dimethyl acetamide; 1,2-dichloro-ethane / Inert atmosphere
3.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / tetrahydrofuran; acetonitrile / 2.5 h / 0 °C / Inert atmosphere
3.2: pH 7 / Inert atmosphere
View Scheme

Pentanoicacid, 4-mercapto-4-methyl- Specification

The Pentanoicacid, 4-mercapto-4-methyl-, with the CAS registry number 140231-31-8, is also known as 4-Mercapto-4-methylpentanoic acid. This chemical's molecular formula is C₆H₁₂O₂S and molecular weight is 148.22. What's more, its systematic name is 4-Methyl-4-sulfanylpentanoic acid and it belongs to the product category of Small Molecule.

Physical properties of Pentanoicacid, 4-mercapto-4-methyl- are: (1)ACD/LogP: 1.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): -1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 13; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 76.1 Å²; (13)Index of Refraction: 1.488; (14)Molar Refractivity: 39.273 cm³; (15)Molar Volume: 136.298 cm³; (16)Polarizability: 15.569×10^-24cm³; (17)Surface Tension: 38.544 dyne/cm; (18)Density: 1.087 g/cm³; (19)Flash Point: 108.89 °C; (20)Enthalpy of Vaporization: 54.384 kJ/mol; (21)Boiling Point: 256.438 °C at 760 mmHg; (22)Vapour Pressure: 0.005 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCC(S)(C)C
(2)InChI: InChI=1/C6H12O2S/c1-6(2,9)4-3-5(7)8/h9H,3-4H2,1-2H3,(H,7,8)
(3)InChIKey: SYIFSIGCMOMQRB-UHFFFAOYSA-N

Product Name

4-MERCAPTO-4-METHYLVALERIC ACID

Synthetic route

Pentanoicacid, 4-mercapto-4-methyl- Specification

Related Products

Hot Products