Phosphonic acid, (mercaptophenylmethyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, (mercaptophenylmethyl)-, diethyl ester
• CAS No.: 70660-07-0
• Molecular Formula: C11H17O3PS
• Molecular Weight: 260.294
• DSSTox Substance ID: DTXSID70458054
• Nikkaji Number: J1.430.830J
• Mol file: 70660-07-0.mol

Synonyms:70660-07-0;Phosphonic acid, (mercaptophenylmethyl)-, diethyl ester;SCHEMBL4400523;DTXSID70458054;alpha-Mercaptobenzylphosphonic acid diethyl ester

Chemical Property of Phosphonic acid, (mercaptophenylmethyl)-, diethyl ester

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 260.06360257
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C(C1=CC=CC=C1)S)OCC

Technology Process of Phosphonic acid, (mercaptophenylmethyl)-, diethyl ester

There total 11 articles about Phosphonic acid, (mercaptophenylmethyl)-, diethyl ester 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: 95.0%

Methanesulfonic acid (diethoxy-thiophosphoryl)-phenyl-methyl ester (99668-38-9) → (Mercapto-phenyl-methyl)-phosphonic acid diethyl ester (70660-07-0)

Guidance literature:

With 2,6-dimethylpyridine; In water; acetone; at 60 ℃; for 16h;

DOI:10.1021/jo00351a002

Reference yield: 41.0%

thiophosphoric acid S-[(tert-butyl-dimethyl-silanyl)-phenyl-methyl] ester O,O'-diethyl ester (313254-02-3) → Diethyl methylphosphonate (683-08-9) + (Mercapto-phenyl-methyl)-phosphonic acid diethyl ester (70660-07-0) + (tert-butyl-dimethyl-silanyl)-phenyl-methanethiol

Guidance literature:

With methyllithium; In tetrahydrofuran; at -98 ℃; for 0.25h;

DOI:10.1016/S0022-328X(00)00482-4

Reference yield: 18.0%

phosphonic acid diethyl ester (762-04-9) + t-butyldimethylsilyl phenyl thioketone (313253-99-5) → (Mercapto-phenyl-methyl)-phosphonic acid diethyl ester (70660-07-0) + thiophosphoric acid S-[(tert-butyl-dimethyl-silanyl)-phenyl-methyl] ester O,O'-diethyl ester (313254-02-3) + [(tert-butyl-dimethyl-silanylsulfanyl)-phenyl-methyl]-phosphonic acid diethyl ester

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -98 ℃; for 0.5h;

DOI:10.1016/S0022-328X(00)00482-4

upstream raw materials:

O,O-diethyl benzylphosphonate

acetic acid

Methanesulfonic acid (diethoxy-thiophosphoryl)-phenyl-methyl ester

Methanesulfonic acid (diethoxy-thiophosphoryl)-(4-trifluoromethyl-phenyl)-methyl ester

Refernces

• 1、 Lienau, Claudia,Gr?wert, Tobias,Alves Avelar, Leandro A.,Illarionov,Held, Jana,Knaab, Tanja C.,Lungerich,van Geelen,Meier, Dieter,Geissler, Stefanie,Cynis, Holger,Riederer, Ulrich,Buchholz,Kalscheuer, Rainer,Bacher, Adelbert,Mordmüller, Benjamin,Fischer, Markus,Kurz, Thomas. "Novel reverse thia-analogs of fosmidomycin: Synthesis and antiplasmodial activity". . . Retrieved 2019/08/07.
• 2、 Takeda, Kei,Sumi, Koichi,Hagisawa, Susumu. "Reaction of silyl thioketones with lithium diethylphosphite: First observation of Thia-Brook rearrangement". . p. 449 - 454. Retrieved 2007/10/03.