1255097-18-7

Basic information

• Product Name: dimethyl (R)-hydroxy-[(2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl]methylphosphonate
• Synonyms: dimethyl (R)-hydroxy-[(2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl]methylphosphonate
• CAS NO: 1255097-18-7
• Molecular Weight: 314.273
• Mol File: 1255097-18-7.mol

Chemical Properties

• CAS DataBase Reference: dimethyl (R)-hydroxy-[(2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl]methylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl (R)-hydroxy-[(2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl]methylphosphonate(1255097-18-7)
• EPA Substance Registry System: dimethyl (R)-hydroxy-[(2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl]methylphosphonate(1255097-18-7)

Safety Data

• Hazardous Substances Data: 1255097-18-7(Hazardous Substances Data)

Upstream product

• 91-00-9 Benzhydrylamine 
• 503320-97-6 (2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carbaldehyde 
• 121-45-9 phosphorous acid trimethyl ester 

Relevant articles and documents

Stereochemistry of the three-component reaction between the ley′s aldehyde, benzyl amines, and trialkyl phosphites. a new approach to the protected enantiomerically pure 1-amino-2,3-dihydroxypropylphosphonates

Enantiomerically pure orthogonally protected dimethyl 1-aminophosphonates (2R,5R,6R,1′R)-and (2R,5R,6R,1′S)-10, phosphonate analogs of 4-hydroxythreonine, were prepared employing the three-component reaction between trimethyl phosphite, (2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carbaldehyde (Leys aldehyde), and benzhydrylamine. Since both aminophosphonates 10 exist in a chloroform solution as single rotamers, the absolute configurations at C1′ were unequivocally established based on 1H and 13C NMR spectral data. Studies on stereochemistry of the addition of trialkyl phosphites showed that in chloroform in all cases the nucleophile preferentially attacks the si-face of the CN bond, while in alcohols the 1,2-stereoinduction is negligible, and sense of chirality of phenylethylamines is solely responsible for a π-facial discrimination in the 1,3-asymmetric inductions.