2-Amino-3-(4-fluorophenyl)sulfanylpropanoic acid

Base Information

• Chemical Name: 2-Amino-3-(4-fluorophenyl)sulfanylpropanoic acid
• CAS No.: 331-90-8
• Molecular Formula: C₉H₁₀FNO₂S
• Molecular Weight: 215.248
• Hs Code.: 2930909090
• NSC Number: 21936
• Mol file: 331-90-8.mol

Synonyms:2-amino-3-(4-fluorophenyl)sulfanylpropanoic acid;331-90-8;NSC21936;SCHEMBL11869200;NSC-21936;AKOS011206918

Chemical Property of 2-Amino-3-(4-fluorophenyl)sulfanylpropanoic acid

Chemical Property:

• Vapor Pressure: 6.92E-06mmHg at 25°C
• Boiling Point: 362.4°Cat760mmHg
• Flash Point: 173°C
• PSA: 88.62000
• Density: 1.36g/cm³
• LogP: 2.03000
• Storage Temp.: 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 215.04162790
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

98%min ^*data from raw suppliers

S-(4-FLUOROPHENYL)-L-CYSTEINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1F)SCC(C(=O)O)N

Technology Process of 2-Amino-3-(4-fluorophenyl)sulfanylpropanoic acid

There total 5 articles about 2-Amino-3-(4-fluorophenyl)sulfanylpropanoic 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-Fluorothiophenol (371-42-6) + O-acetyl-L-serine (5147-00-2,25248-96-8,44901-25-9) → S-(4-fluorophenyl)-L-cysteine (331-90-8,331-89-5)

Guidance literature:

With pyridoxal 5'-phosphate; cysteine synthase from Escherichia coli; In aq. phosphate buffer; at 37 ℃; pH=6.4 - 7; Enzymatic reaction;

DOI:10.1002/anie.202014540

Reference yield:

4-fluoroaniline (371-40-4) → S-(4-fluorophenyl)-L-cysteine (331-90-8,331-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrochloric acid; sodium nitrite / H₂O / 0 °C

1.2: sodium hydroxide / H₂O / 0 °C / pH 8 - 9

2.1: H₂O / 0.5 h / UV-irradiation

With hydrogenchloride; sodium nitrite; In water;

DOI:10.1002/jlcr.635

Reference yield:

L-cystine (56-89-3) → S-(4-fluorophenyl)-L-cysteine (331-90-8,331-89-5)

Guidance literature:

With copper(I) oxide; sulfuric acid; zinc; anschliessendes Behandeln mit wss. 4-Fluor-benzol-diazonium-⁽¹⁾-sulfat-Loesung, anfangs unter Kuehlung, zuletzt bei 60-70grad;

upstream raw materials:

L-cystine

(R)-2-acetamido-3-((4-fluorophenyl)thio)propanoic acid

4-fluoroaniline

4-Fluorothiophenol

Downstream raw materials:

(R)-2-acetamido-3-((4-fluorophenyl)thio)propanoic acid

(R)-2-amino-3-(4-fluoro-benzenesulfonyl)-propionic acid

Refernces

• 1、 Patt,Patt. "Reaction of [18F]4-fluorobenzenediazonium cations with cysteine or the cysteinyl group: Preparation of 18F-labeled S-aryl-cysteine and a radiolabeled peptide". . p. 1229 - 1238. Retrieved 2007/10/03.