70269-57-7

Basic information

• Product Name: (R)_P(+)-O-ethyl phenylphosphonothioic acid
• Synonyms: (R)_P(+)-O-ethyl phenylphosphonothioic acid
• CAS NO: 70269-57-7
• Molecular Weight: 202.214
• Mol File: 70269-57-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)_P(+)-O-ethyl phenylphosphonothioic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)_P(+)-O-ethyl phenylphosphonothioic acid(70269-57-7)
• EPA Substance Registry System: (R)_P(+)-O-ethyl phenylphosphonothioic acid(70269-57-7)

Safety Data

• Hazardous Substances Data: 70269-57-7(Hazardous Substances Data)

Upstream product

• 172487-18-2 ethyl Phenylphosphinate 
• 6230-64-4 O-Ethyl hydrogen phenylphosphonothioate dicyclohexylammonium salt 
• 6230-93-9 O-ethyl phenylphosphonothioic acid 
• 6231-03-4 diethyl phenylphosphonothioate 
• 70427-67-7 (R)-O-ethyl phenylphosphonothioic acid (S)-1-phenylethylamine salt 
• 3497-00-5 phenylthiophosphonic acid dichloride 

Downstream Products

• 65190-55-8 Phenyl-phosphonothioic acid S-benzhydryl ester O-ethyl ester 
• 1351790-99-2 C₁₀H₁₅O₂PS 
• 1351791-00-8 C₁₀H₁₅O₂PS 
• 123278-21-7 S-methyl O-ethyl ohenylphosphonothioate 
• 61733-60-6 (S)-O-ethyl O-methyl phenylphosphonothioate 
• 61733-60-6 (R)-O-ethyl O-methyl phenylphosphonothioate 
• 6230-64-4 (S)-(-)-O-Ethyl hydrogen phenylphosphonothioate dicyclohexylammonium salt 
• 6230-64-4 (R)-(+)-O-Ethyl hydrogen phenylphosphonothioate dicyclohexylammonium salt 
• 5075-13-8 O-ethyl phenylphosphonochloridothioate 
• 5075-13-8 C₈H₁₀ClOPS 
• 4546-19-4 ethyl hydrogen phenylphosphonate 
• 6230-93-9 O-ethyl phenylphosphonothioic acid 
• 76003-54-8 Dicyclohexyl-amine; compound with phenyl-phosphonothioic acid O-ethyl ester 
• 68280-30-8 (S)-(+)-O-ethyl phenylphosphonochloridothioate 

Relevant articles and documents

Chemoselective and stereoselective alcoholysis of binaphthyl phosphonothioates: Straightforward access to both stereoisomers of biologically relevant P-stereogenic phosphonothioates

P-Stereogenic phosphonothioates have attracted great attention due to their potent biological activities as analogues of phosphoric acids and phosphorothioates. We demonstrate here straightforward access to P-stereogenic phosphonothioates through the use of binaphthyl phosphonothioates as a chiral template. The first-step alcoholysis of binaphthyl phosphonothioates proceeded via a transfer of the axial chirality of a binaphthyl group to the central chirality of a phosphorus atom to give only monoalcohol adducts with moderate to excellent diastereoselectivities. Further alcoholysis of the obtained products in the presence of a small excess of alcohol and base proceeded with complete elimination of a binaphthyl group to give the corresponding P-stereogenic phosphonothioates with high enantiomeric excess. A DFT study of the reaction mechanisms in first-step alcoholysis indicated that the coordination of a sulfur atom to a sodium cation is the key factor in controlling the diastereoselectivities. This method can be applied to prepare both stereoisomers of a G6P analogue with high diastereomeric purity.

Enantiopure O-substituted phenylphosphonothioic acids: Chiral recognition ability during salt crystallization and chiral recognition mechanism

The chiral recognition ability of enantiopure O-methyl, O-ethyl, O-propyl, and O-phenyl phenylphosphonothioic acids (1a-d) for various kinds of racemic amines during salt crystallization and the chiral recognition mechanism were thoroughly investigated. T

A new hydrogen-bonding motif for chiral recognition in the diastereomeric salts of racemic 1-phenylethylamine derivatives with enantiopure O-ethyl phenylphosphonothioic acid

(Chemical Equation Presented) An enantiopure phosphonothioic acid showed a unique and superior chiral recognition ability, arising from its P-stereogenicity, for racemic 1-phenylethylamine derivatives through diastereomeric crystallization. Spherical molecular clusters, associated by hydrogen bonds and CH/π interactions, aggregated with high symmetry in the less-soluble diastereomeric salts.