2-[(Acetylthio)methyl]-3-phenylpropionic Acid

Base Information

• Chemical Name: 2-[(Acetylthio)methyl]-3-phenylpropionic Acid
• CAS No.: 91702-98-6
• Molecular Formula: C12H14 O3 S
• Molecular Weight: 238.307
• Hs Code.: 2930909090
• European Community (EC) Number: 677-137-3
• Mol file: 91702-98-6.mol

Synonyms:91702-98-6;2-[(Acetylthio)methyl]-3-phenylpropionic Acid;80969-99-9;3-ACETYLTHIO-2-BENZYLPROPANIC ACID;3-(Acetylthio)-2-benzylpropanoic acid;(RS)-2-Acetylsulfanylmethyl-3-phenyl-propionic acid;3-(acetylsulfanyl)-2-benzylpropanoic acid;2-[(Acetylthio)methyl]-3-phenylpropanoic acid;2-(acetylsulfanylmethyl)-3-phenylpropanoic acid;3-acetylthio-2-benzylpropanoic acid;3-(Acetylthio)-2-benzylpropionic Acid;(R)-alpha-[(Acetylthio)methyl]benzenepropanoicAcid;2-((acetylthio)methyl)-3-phenylpropionic acid;2-[(Acetylthio)methyl]-phenylpropionicacid;SCHEMBL838962;BCAAXVOKLXDSPD-UHFFFAOYSA-N;3-acetylthio2-benzylpropionic acid;3-acetylthio-2-benzylpropionic acid;STR09833;MFCD00236751;AKOS025402022;AC-3067;BCP9000082;PS-3964;3-acetylmercapto-2-benzylPropanoic acid;2-acetylthiomethyl-3-phenylpropanoic acid;2-Acetylthiomethyl-3-phenylpropionic acid;2-acetylthiomethyl-3-phenyl propionic acid;2-acetylthiomethyl-3-phenyl-propionic acid;2-(acetylthiomethyl)-3-phenylpropionic acid;S-acetyl-2-benzyl-3-mercaptopropionic acid;2-(Acetylthio)methyl-3-phenylpropanoic acide;2-Acetylsulfanylmethyl-3-phenylpropionic acid;CS-0154990;FT-0641791;FT-0653795;2-[(Acetylthio) Methyl] Phenylpropionic Acid;2-[(Acetylthio)methyl]-3-phenylpropionicAcid;3-(2-(acetylthiomethyl)phenyl)propanoic acid;2(R,S)-acetylthiomethyl-3-phenylpropionic acid;D82443;DL-S-Acetyl-2-benzyl-3-mercaptopropionic acid;A840012;(+/-)-2-[(acetylthio)methyl]-3-phenylpropanoic acid

Chemical Property of 2-[(Acetylthio)methyl]-3-phenylpropionic Acid

Chemical Property:

• Melting Point: 39 °C
• Refractive Index: 1.55
• Boiling Point: 381.9±35.0 °C(Predicted)
• PKA: 4.06±0.10(Predicted)
• PSA: 79.67000
• Density: 1.226±0.06 g/cm3(Predicted)
• LogP: 2.30860
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 238.06636548
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

99.5% ^*data from raw suppliers

3-(Acetylthio)-2-benzylpropionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SCC(CC1=CC=CC=C1)C(=O)O
• Uses: 2-[(Acetylthio)methyl]-phenylpropionic acid is a racecadotril intermediate. It is also a β-thiopropionyl-amino acid derivative used as β-lactamase inhibitor.

Technology Process of 2-[(Acetylthio)methyl]-3-phenylpropionic Acid

There total 8 articles about 2-[(Acetylthio)methyl]-3-phenylpropionic 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: 99.0%

2-Benzyl-2-propenoic acid (5669-19-2) + tiolacetic acid (507-09-5) → 3-acetylthio-2-benzylpropanoic acid (91702-98-6,80969-99-9)

Guidance literature:

In dichloromethane; for 1152h;

DOI:10.1021/jm00041a026

Reference yield: 90.0%

thioacetic acid (507-09-5) + 2-Benzyl-2-propenoic acid (5669-19-2) → 3-acetylthio-2-benzylpropanoic acid (91702-98-6,80969-99-9)

Guidance literature:

at 100 ℃; for 2h;

Reference yield:

2-Benzyl-2-propenoic acid (5669-19-2) → 3-acetylthio-2-benzylpropanoic acid (91702-98-6,80969-99-9)

Guidance literature:

upstream raw materials:

2-Benzyl-2-propenoic acid

tiolacetic acid

diethyl 2-benzylmalonate

2-benzylmalonic acid

Downstream raw materials:

Thioacetic acid S-[2-(3,4-dihydroxy-benzylcarbamoyl)-3-phenyl-propyl] ester

N-<3-(acetylthio)-2(R,S)-(phenylmethyl)-1-oxopropyl>-L-methionine methyl ester

N-<3-(acetylthio)-2(R)-(phenylmethyl)-1-oxopropyl>-S-(phenylmethyl)-L-cysteine ethyl ester

N-<3-(acetylthio)-2(S)-(phenylmethyl)-1-oxopropyl>-S-(phenylmethyl)-L-cysteine ethyl ester

Refernces

• 1、 Poras, Hervé,Bonnard, Elisabeth,Dangé, Emilie,Fournié-Zaluski, Marie-Claude,Roques, Bernard P.. "New orally active dual enkephalinase inhibitors (DENKIs) for central and peripheral pain treatment". supporting information. p. 5748 - 5763. Retrieved 2014/08/05.
• 2、 Crich, David,Sana, Kasinath. "SN2-type nucleophilic opening of β-thiolactones (thietan-2-ones) as a source of thioacids for coupling reactions". scheme or table. p. 3389 - 3393. Retrieved 2009/10/02.