(S)-3-(Acetylthio)-2-methylpropionic acid

Base Information

• Chemical Name: (S)-3-(Acetylthio)-2-methylpropionic acid
• CAS No.: 76497-39-7
• Molecular Formula: C6H10O3S
• Molecular Weight: 162.21
• Hs Code.: 29309070
• European Community (EC) Number: 278-480-8
• Mol file: 76497-39-7.mol

Synonyms:(S)-3-(Acetylthio)-2-methylpropionic acid;AKOS015898878

Chemical Property of (S)-3-(Acetylthio)-2-methylpropionic acid

Chemical Property:

• Appearance/Colour: clear colourless to slightly yellow liquid
• Vapor Pressure: 0.0013mmHg at 25°C
• Melting Point: 5 °C
• Refractive Index: n20/D 1.490
• Boiling Point: 276.5 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 121 °C
• PSA: 79.67000
• Density: 1.213 g/cm³
• LogP: 0.98680
• Storage Temp.: Store at 0-5°C
• Water Solubility.: INSOLUBLE
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 161.02724032
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-3-(Acetylthio)-2-methylpropionic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T
• Hazard Codes: C,T
• Statements: 34-36-24/25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CSC(=O)C)C(=O)[O-]
• Isomeric SMILES: C[C@H](CSC(=O)C)C(=O)[O-]
• Uses: S-Acetylthio-2-methylpropionic acid (S-AMPA) is a key chiral intermediate for Captopril (C175750) and other hypertension drugs. ACE-inhibitors.

Technology Process of (S)-3-(Acetylthio)-2-methylpropionic acid

There total 8 articles about (S)-3-(Acetylthio)-2-methylpropionic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

C13H16O3S → (2S)-3-acetylthio-2-methylpropionic acid (76497-39-7)

Guidance literature:

With aluminium trichloride; dodecyl methyl sulfide; at 0 - 20 ℃; for 2h;

DOI:10.1002/hc.20348

Reference yield: 98.0%

L-3-acetylthio-2-methylpropionic acid-L-α-aminophenethylamine → (2S)-3-acetylthio-2-methylpropionic acid (76497-39-7)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 30 ℃; for 1h;

Reference yield: 92.0%

acetic anhydride (108-24-7) + (S)-3-mercapto-2-methyl-propionic acid (75172-11-1) → (2S)-3-acetylthio-2-methylpropionic acid (76497-39-7)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃;

DOI:10.1016/j.tetasy.2005.01.037

upstream raw materials:

methyl L-(+)-3-acetylthio-2-methylpropionate

acetic anhydride

(S)-3-mercapto-2-methyl-propionic acid

2-methyl-3-sulfanylpropanoic acid

Downstream raw materials:

methyl (S)-(-)-3-acetyl-thio-2-methylpropanoate

(2R,S)-3-Acetylthio-2-methylpropanoyl chloride

(S)-(-)-3-acetylthio-2-methylpropionyl chloride

(S)-1-[3-(acetylthio)-2-methyl-1-oxopropyl]-L-proline