104944-23-2

Basic information

• Product Name: Phosphonic acid, [(S)-hydroxyphenylmethyl]-
• CAS NO: 104944-23-2
• Molecular Formula: C7H9O4P
• Molecular Weight: 188.12
• Mol File: 104944-23-2.mol

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [(S)-hydroxyphenylmethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [(S)-hydroxyphenylmethyl]-(104944-23-2)
• EPA Substance Registry System: Phosphonic acid, [(S)-hydroxyphenylmethyl]-(104944-23-2)

Safety Data

• Hazardous Substances Data: 104944-23-2(Hazardous Substances Data)

Upstream product

• 536739-06-7 diallyl (S)-α-hydroxybenzylphosphonate 
• 1045892-61-2 C₁₁H₁₁F₆O₄P 
• 147731-05-3 diisopropyl (S)-(-)-[hydroxy(phenyl)methyl]phosphonate 
• 100-52-7 benzaldehyde 
• 20386-43-0 (hydroxy-phenyl-methyl)-phosphonic acid diisopropyl ester 
• 74038-34-9 diallyl benzylphosphonate 
• 18406-56-9 Bis(trimethylsilyl) benzylphosphonate 
• 1499-19-0 benzylphosphonic dichloride 
• 1080-32-6 O,O-diethyl benzylphosphonate 
• 741292-48-8 di-(1R,2S,5R)-menthyl benzoylphosphonate 
• 3277-27-8 diethyl benzoylphosphonate 
• 889103-61-1 di-(1R,2S,5R)-menthyl (S)-1-phenyl-1-hydroxymethylphosphonate 
• 85166-92-3 diethyl [(S)-hydroxy(phenyl)methyl]phosphonate 

Downstream Products

• 89865-26-9 (Hydroxy-phenyl-methyl)-phosphonic acid dibenzhydryl ester 
• 104944-34-5 (R)-2-tert-Butoxycarbonylamino-propionic acid (R)-(bis-benzhydryloxy-phosphoryl)-phenyl-methyl ester 
• 104944-40-3 (R)-2-Amino-3-methyl-butyric acid (R)-phenyl-phosphono-methyl ester 
• 104944-39-0 (R)-2-Amino-propionic acid (R)-phenyl-phosphono-methyl ester 
• 104944-35-6 (R)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid (R)-(bis-benzhydryloxy-phosphoryl)-phenyl-methyl ester 
• 97995-93-2 dimethyl (S)-phenyl(hydroxy)methylphosphonate 

Relevant articles and documents

New method for the asymmetric reduction of ketophosphonates

Chiral reducing reactants were prepared from lithium, sodium, or tetrabutylammonium borohydrides and (S)- or (R)-tartaric acids. Copyright Taylor & Francis Group, LLC.

New method for the asymmetric hydroboration of ketophosphonates and the synthesis of phospho-carnitine

The reduction of α- or β-ketophosphonates with a chiral reactant 1, prepared from sodium borohydride and (R)- or (S)-tartaric acids, led to the formation of both (S)- and (R)-α- or β-hydroxyphosphonates in high yields. The stereoselectivity of the reactio

Substrate-Based fragment identification for the development of selective, nonpeptidic inhibitors of striatal-enriched protein tyrosine phosphatase

High levels of striatal-enriched protein tyrosine phosphatase (STEP) activity are observed in a number of neuropsychiatric disorders such as Alzheimer's disease. Overexpression of STEP results in the dephosphorylation and inactivation of many key neuronal

Enantioselective reduction of ketophosphonates using adducts of chiral natural acids with sodium borohydride

A method for asymmetric reduction of α- and β-ketophosphonates using chiral complexes prepared from sodium borohydride and natural aminoacids or tartaric acids was developed. Reduction of α or β-ketophosphonates by these reagents led to formation of chiral (S)- or (R)- hydroxyphosphonates. Reduction of chiral di-(1R,2S,5R)-menthylketophosphonates by the chiral complexes NaBH4/(R,R)-proline or NaBH4/(R,R)-tartaric acid due to the double matched asymmetric induction resulted in increased stereoselectivity of the reaction and led to the formation of hydroxyphosphonates up to 90% ee or higher. Dimenthyl 2-hydroxy-3- chloropropylphosphonate was utilized as a chiron for the preparation of a number of biologically active compounds in multigram quantity. ARKAT-USA, Inc.

Catalytic enantioselective pudovik reaction of aldehydes and aldimines with tethered bis(8-quinolinato) (TBOx) aluminum complex

New chiral tethered bis(8-quinolinolato) (TBOx) aluminum(III) complexes effectively catalyze the addition of phosphites to aldehydes and aldimines to give enantioenriched α-hydroxy and α-amino phosphonates in high yields and enantioselectivities with unpr

Synthesis of optically active hydroxyphosphonates

The reduction of dimenthyl ketophosphonates with sodium borohydride involves asymmetric induction at the a-carbon atom, resulting in a small excess of the (R)-enantiomer of the a-hydroxyphosphonate formed. A higher ee purity was achieved if the reduction

Organic catalysis of phospha-aldol condensation

Phospha-aldol reaction of dialkylphosphites with carbonyl compounds is catalyzed by cinchonine alkaloids and thier modified derivatives to give optically active hydroxyphosphonates. The use of diastereomeric pairs of alkaloids allowed obtaining both optic

Efficient method for the asymmetric reduction of α- and β-ketophosphonates

An efficient and versatile method for the asymmetric reduction of α- and β-ketophosphonates using chiral reactant derived from sodium borohydride and l-(+)- or d-(-)-tartaric acid is developed. The methodology was used for the preparation of a number of biologically interesting enantiomerically pure products: including 2,3-epoxypropylphosphonate 11, 2-hydroxy-3-aminopropylphosphonic acid 14 (phospho-GABOB), phospho-carnitine 19, and others in multigram scale.

Enantioselective reduction of ketophosphonates using chiral acid adducts with sodium borohydride

A method for asymmetric reduction of α-and β-ketophosphonates using a chiral complex prepared from sodium borohydride and D-or L-tartaric acid is developed. Reduction of α-or β-ketophosphonates by these reagents led to formation of corresponding (S)-or (R

Chiral, non-racemic α-hydroxyphosphonates and phosphonic acids via stereoselective hydroxylation of diallyl benzylphosphonates

Chiral, non-racemic α-hydroxyphosphonates have been prepared in high enantiomeric excess (96-98% ee), via stereoselective oxaziridine-mediated hydroxylation of diallyl benzylphosphonates. The enantiomeric purity and absolute configuration of the α-hydroxy