3-((4-Fluorophenyl)thio)-2-hydroxy-2-methylpropanoic acid

Base Information

• Chemical Name: 3-((4-Fluorophenyl)thio)-2-hydroxy-2-methylpropanoic acid
• CAS No.: 339530-91-5
• Molecular Formula: C10H11FO3S
• Molecular Weight: 230.26
• Hs Code.: 2930909090
• European Community (EC) Number: 608-927-8
• DSSTox Substance ID: DTXSID70431069
• Mol file: 339530-91-5.mol

Synonyms:339530-91-5;3-((4-fluorophenyl)thio)-2-hydroxy-2-methylpropanoic acid;3-[(4-Fluorophenyl)thio]-2-hydroxy-2-methylpropanoic acid;3-(4-fluorophenyl)sulfanyl-2-hydroxy-2-methylpropanoic acid;3-(4-Fluorophenylthio)-2-hydroxy-2-methylpropanoic acid;Propanoic acid, 3-[(4-fluorophenyl)thio]-2-hydroxy-2-methyl-;EC 608-927-8;3-[(4-fluorophenyl)sulfanyl]-2-hydroxy-2-methylpropanoic acid;SCHEMBL3811027;DTXSID70431069;CTYJERNWLVBMTF-UHFFFAOYSA-N;STL450965;AKOS013796562;AC-23361;FT-0653403;A822014;2-hydroxy-2-methyl-3-(4-fluorophenylthio) propionic acid;2-hydroxy-2-methyl-3-(4-fluorophenylthio)-propionic acid;3-((4-fluorophenyl)thio)-2-hydroxy-2-methylpropanoicacid

Chemical Property of 3-((4-Fluorophenyl)thio)-2-hydroxy-2-methylpropanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.592
• Boiling Point: 392.121 °C at 760 mmHg
• Flash Point: 190.948 °C
• PSA: 82.83000
• Density: 1.376 g/cm³
• LogP: 1.75340
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 230.04129354
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99.9% ^*data from raw suppliers

3-((4-Fluorophenyl)thio)-2-hydroxy-2-methylpropanoic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CSC1=CC=C(C=C1)F)(C(=O)O)O

Technology Process of 3-((4-Fluorophenyl)thio)-2-hydroxy-2-methylpropanoic acid

There total 5 articles about 3-((4-Fluorophenyl)thio)-2-hydroxy-2-methylpropanoic 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%

methyl 2-methyl-2-oxiranecarboxylate (58653-97-7) → 3-(4-Fluoro-phenylsulfanyl)-2-hydroxy-2-methyl-propionic acid (339530-91-5)

Guidance literature:

4-Fluorothiophenol; With sodium methylate; In methanol; for 0.25h;

methyl 2-methyl-2-oxiranecarboxylate; In toluene; at 20 - 60 ℃; for 3h;

With hydrogenchloride; sodium hydroxide; water; more than 3 stages; Product distribution / selectivity;

Reference yield: 80.0%

5Bromomethyl-5-methyl-2-tribromomethyl-[1,3]dioxolan-4-one + 4-Fluorothiophenol (371-42-6) → 3-(4-Fluoro-phenylsulfanyl)-2-hydroxy-2-methyl-propionic acid (339530-91-5)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol;

Reference yield: 66.0%

methyl 1,2-Epoxy-2-Methyl-Propionate + 4-Fluorothiophenol (371-42-6) → 3-(4-Fluoro-phenylsulfanyl)-2-hydroxy-2-methyl-propionic acid (339530-91-5)

Guidance literature:

With hydrogenchloride; In methanol; ethyl acetate;

upstream raw materials:

methyl 3-((4-fluorophenyl)thio)-2-hydroxy-2-methylpropanoate

methyl 2-methyl-2-oxiranecarboxylate

4-Fluorothiophenol

Downstream raw materials:

2-acetoxy-2-methyl-3-(4-fluorophenylthio) propionic acid

C₁₀H₁₀ClFO₂S

N-(4-cyano-3-(perfluoroethyl)phenyl)-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methylpropanamide

C₁₈H₁₃F₄N₃O₆S

Refernces

• 1、 -. "Improved procedure for the synthesis of bicalutamide". Page/Page column 7-8. . Retrieved 2008/06/13.
• 2、 -. "Novel process for preparing rac-bicalutamide and its intermediates". . . Retrieved 2008/06/13.