51584-29-3

Upstream product

• 594-19-4 tert.-butyl lithium 
• 74-88-4 methyl iodide 
• 54100-47-9 (R)-(+)-tert-butylphenylphosphanylthioic acid 
• 54100-47-9 (R_p)-(+)-tert-Butylphenylphosphinothioic acid 

Downstream Products

• 75213-01-3 (S)-(-)-tert-butylphenylphosphinic chloride 
• 4923-85-7 C₁₀H₁₄ClOP 
• 125708-62-5 (+)-t-butyl(hydroxymethyl)phenylphosphine sulfide 
• 58159-96-9 (tert-Butyl-methyl-phosphinothioyl)-benzene 
• 115591-16-7 tert-Butylphosphinothioyl-benzene 
• 6002-45-5 (+/-)-tert-butyl(phenyl)phosphinothioic O-acid 
• 115603-43-5 tert-Butyl-phenyl-phosphinodithioic acid methyl ester 
• 69460-42-0 (R)-(+)-O-methyl tert-butylphenylphosphinate 
• 113502-20-8 (-)-t-butyl(phenyl)phosphinic bromide 
• 128053-09-8 P(S)S_P(O)>-(-)-bis(t-butylphenyl)thiophosphinate 

Relevant academic research and scientific papers

Enantiodivergent Formation of C-P Bonds: Synthesis of P-Chiral Phosphines and Methylphosphonate Oligonucleotides

Phosphorus Incorporation (PI, abbreviated Π) reagents for the modular, scalable, and stereospecific synthesis of chiral phosphines and methylphosphonate nucleotides are reported. Synthesized from trans-limonene oxide, this reagent class displays an unexpected reactivity profile and enables access to chemical space distinct from that of the Phosphorus-Sulfur Incorporation reagents previously disclosed. Here, the adaptable phosphorus(V) scaffold enables sequential addition of carbon nucleophiles to produce a variety of enantiopure C-P building blocks. Addition of three carbon nucleophiles to Π, followed by stereospecific reduction, affords useful P-chiral phosphines; introduction instead of a single methyl group reveals the first stereospecific synthesis of methylphosphonate oligonucleotide precursors. While both Π enantiomers are available, only one isomer is required - the order of nucleophile addition controls the absolute stereochemistry of the final product through a unique enantiodivergent design.

Reaction of Thiolo and Seleno Esters of Phosphorus Acids with Halogens. 1. Stereochemical and 31P NMR Studies of Reaction of S-Methyl tert-Butylphenylphosphinothiolate with Elemental Chlorine and Sulfuryl Chloride

Reaction of S-methyl tert-butylphenylphosphinothiolate (4) with elemental chlorine and sulfuryl chloride involves chlorolysis of the P-S bond and formation of the tert-butylphenylphosphinochloridate 5.It is demonstrated here that the stereoselectivity of

The Proton Magnetic Resonance Spectra of Chiral Phosphinate Esters. Chemical Shift Non-equivalence of Enantiomers induced by Optically Active Phosphinothioic Acids

The 1H n.m.r. spectrum of racemic methyl methylphenylphosphinate recorded in CCl4 solution in the presence of 1 mol. equiv. of (+)-(R)-phenyl-t-butylphosphinothioic acid or (-)-(S)-methylphenylphosphinothioic acid contains well separated P-m