105449-76-1

Upstream product

• 2216-51-5 (-)-menthol 

Downstream Products

• 211183-18-5 hydrogen di[(1R,2S,5R)-menthyl] phosphite 
• 1567840-97-4 (+)-di-(1R,2S,5R)-menthyl (S_S,R_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate 
• 1567841-01-3 (-)-di-(1R,2S,5R)-menthyl (R_S,R_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate 
• 1567840-98-5 (-)-di-(1R,2S,5R)-menthyl (R_S,S_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate 
• 903562-82-3 di[(1R,2S,5R)-menthyl] (S)-[[(R)-α-phenylethylamino](phenyl)methyl]phosphonate 
• 945652-58-4 di-[(1R,2S,5R)-(-)-menth-2-yl] hydroxy-(isopropyl)methylphosphonate 
• 211134-59-7 di-(1R,2S,5R)-menth-2-yl [(R)-α-(benzylamino)benzyl]phosphonate 
• 211134-57-5 (-)-di-[(1R,2S,5R)-menth-2-yl] (α-hydroxybenzyl)phosphonate 
• 889103-61-1 di-(1R,2S,5R)-menthyl (S)-1-phenyl-1-hydroxymethylphosphonate 

Relevant academic research and scientific papers

Enantiomerically pure disulfides: Key compounds in the kinetic resolution of chiral PIII-derivatives with stereogenic phosphorus

Enantiomerically pure disulfides were reacted with various chiral P III-derivatives with stereogenic phosphorus such as tertiary phosphines, halogenophosphines, phosphinite and phosphole under kinetic resolution conditions to afford enantiomeri

Application of the dimenthyl chlorophosphite for the chiral analysis of amines, amino acids and peptides

The title reagent for the determination of the enantiomeric excess of chiral amino acids and peptides was prepared from (-)-(1R,2S,5R)-menthol and PCl3. Its use as a chiral derivatizing agent for the determination of the enantiomeric content of

Double asymmetric induction in the synthesis of enantiomeric α-aminophosphonic acids mediated by sulfinimines

A double asymmetric induction in the synthesis of α-aminophosphonic acids is described. It involves the nucleophilic addition of anions of enantiomeric dimenthyl phosphites to both (+)-(S)- and (-)-(R)-enantiomers of N-(p-tolylsulfinyl)benzaldimine and subsequent acidic hydrolysis of the adducts formed. The match and mismatch effects were observed.

Enantiomerically pure bis(phosphanyl)carbaborane(12) compounds

Enantiomerically pure (RP,RP)- and (R P,SP)-1,2-bis[1-adamantyloxy-( - )-menthyloxyphosphanyl]- closo-dicarbaborane(12), 1,2-bis[bis( - )-menthyloxyphosphanyl]-closo- dicarbaborane(12) and 1,2-bis [bis (4-tert-butylphenyloxy)phosphanyl] -closo-dicarbaborane(12) were synthesised by the reaction of dilithiated l,2-dicarba-closo-dodecaborane(12) with two equivalents of the corresponding chlorophosphite. The phosphonites are stable towards epimerisation, oxygen, and water. P...P through-space coupling was observed, and the 3JPP coupling constants were determined by spectral simulation and DFT calculations. Late transition-metal complexes with molybdenum, and rhodium, were prepared to study the coordination properties of the bis(phosphanyl)carbaborane(12) compounds. Catalytic properties of various rhodium complexes were investigated in homogeneous catalytic hydroformylation reactions with, various olefins.

The difference in reactivity of (-)-mono and dimenthyl vs. diethyl alkylphosphonates in the α-lithiation reaction: Carbanionic synthesis of unknown (-)-dimenthyl 1-iodoalkylphosphonates and their first use in the radical iodine atom transfer addition (I-A

Unknown (-)-dimenthyl and ethyl (-)-menthyl 1-iodoethylphosphonates were synthesized via 1-lithio derivatives in 85-87% yields. Starting (-)-dimenthyl alkylphosphonates (R = Me, Et, i-Pr) were obtained in the Michaelis-Becker reaction (75-81% yields) and/

Asymmetric synthesis of α-substituted alkylphosphonates based on symmetrical dialkyl phosphites

Chiral C2-symmetrical dialkyl phosphites and C3-symmetrical trialkyl phosphites, derived from (-)-borneol, (-)-menthol, and 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose, were studied as the starting reagents for the preparation of chiral organophosphorus compounds. The reactions of C2-symmetrical dialkyl phosphites and C3-symmetrical trialkyl phosphites with aldehydes and amines or aldehydes are accompanied by asymmetrical induction at the α-carbon atom to yield optically active α-aminoalkylphosphonates or α-hydroxyalkylphosphonates, respectively. The stereoselectivity of the reaction depends on the structure of the starting compounds and the reaction conditions.