3-(Acetylthio)propionic acid

Base Information

• Chemical Name: 3-(Acetylthio)propionic acid
• CAS No.: 41345-70-4
• Molecular Formula: C5H8O3S
• Molecular Weight: 148.183
• Hs Code.: 2930909090
• European Community (EC) Number: 625-859-4
• NSC Number: 96653
• DSSTox Substance ID: DTXSID70294439
• Nikkaji Number: J812.570H
• Wikidata: Q63391964
• Mol file: 41345-70-4.mol

Synonyms:3-(Acetylthio)propionic acid;41345-70-4;3-(acetylthio)propanoic acid;3-acetylsulfanylpropanoic acid;propanoic acid, 3-(acetylthio)-;3-(acetylsulfanyl)propanoic acid;S-Acetyl-3-mercaptopropionic acid;Thioacetic Acid S-(2-Carboxyethyl) Ester;b-acetylthiopropionic acid;3-(acetylthio)propanoicacid;SCHEMBL668605;DTXSID70294439;AYQXANXXZYKTDL-UHFFFAOYSA-N;NSC96653;3-(Acetylthio)propionic acid, 96%;MFCD06208418;NSC-96653;AKOS006222340;AS-59456;BP-31057;FT-0661395;EN300-206926;N12196;Q63391964;InChI=1/C5H8O3S/c1-4(6)9-3-2-5(7)8/h2-3H2,1H3,(H,7,8

Chemical Property of 3-(Acetylthio)propionic acid

Chemical Property:

• Vapor Pressure: 0.00166mmHg at 25°C
• Melting Point: 48-52 °C
• Refractive Index: 1.507
• Boiling Point: 272.8 °C at 760 mmHg
• Flash Point: 118.8 °C
• PSA: 79.67000
• Density: 1.268 g/cm³
• LogP: 0.74080
• Solubility.: soluble in Methanol
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 148.01941529
• Heavy Atom Count: 9
• Complexity: 121

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Acetylthio)propionic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SCCC(=O)O
• Uses: 3-acetylsulfanylpropanoic acid is a useful synthetic intermediate. Protected 3-mercaptopropionic acid potentially used as enzyme inhibitor.

Technology Process of 3-(Acetylthio)propionic acid

There total 2 articles about 3-(Acetylthio)propionic 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:

4-nitrophenol acetate (830-03-5) + 3-mercaptopropionic acid (107-96-0) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 3-acetylsulfanyl-propionic acid (41345-70-4)

Guidance literature:

With Carbonate buffer; cetyltrimethylammonim bromide; sodium bromide; at 25 ℃; pH=10.60; Kinetics;

DOI:10.1139/v00-113

Reference yield:

methyl β-(acetylthio)propionate (6291-62-9) → 3-acetylsulfanyl-propionic acid (41345-70-4) + 3-mercaptopropionic acid (107-96-0)

Guidance literature:

With sodium hydroxide; In phosphate buffer; for 6h; Title compound not separated from byproducts.;

DOI:10.1021/ol990544+

Reference yield: 96.0%

3-acetylsulfanyl-propionic acid (41345-70-4) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → (S)-methyl 2-(3-(acetylthio)propanamido)-3-phenylpropanoate

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.ejmech.2016.03.017

upstream raw materials:

4-nitrophenol acetate

3-mercaptopropionic acid

methyl β-(acetylthio)propionate

Downstream raw materials:

3,3'-dithiobis(propionic acid)

3-mercaptopropionic acid

3-(acetylthio)propanoyl chloride

3-acetylsulfanyl-propionic acid pyrrolidin-1-yl ester

Refernces

• 1、 Kumar, Ish,Jolly, Ravinder S.. "Effect of the α-methyl substituent on chemoselectivity in esterase-catalyzed hydrolysis of S-acetyl sulfanylalkanoates". . p. 207 - 209. Retrieved 2008/02/11.