652980-00-2

Usage

Chemical structure

A complex compound with multiple functional groups, including a dioxane ring, a methanol group, a methyl group, a phenyl group, and a phosphate group.

Stereochemistry

The arrangement of substituents around the chiral centers is specified as (2S,4R,5S), which indicates the specific configuration of the molecule.

Potential applications

1,3-Dioxane-4-methanol, 5-methyl-2-phenyl-5-(phosphonooxy)-, dihydrogen phosphate, (2S,4R,5S)- may have potential applications in various fields, such as pharmaceuticals, materials science, or other areas of research and development.

Further study

Additional research and analysis would be required to determine the specific properties and potential uses of 1,3-Dioxane-4-methanol, 5-methyl-2-phenyl-5-(phosphonooxy)-, dihydrogen phosphate, (2S,4R,5S)-.

Chirality

The presence of chiral centers in the molecule suggests that it may have different stereoisomers, which could have distinct properties and applications.

Solubility

The solubility of 1,3-Dioxane-4-methanol, 5-methyl-2-phenyl-5-(phosphonooxy)-, dihydrogen phosphate, (2S,4R,5S)- in various solvents may depend on the specific functional groups and their interactions with the solvent molecules.

Reactivity

The reactivity of the compound with other molecules or reagents may be determined by the presence of specific functional groups and their reactivity.

Synthesis

The synthesis of 1,3-Dioxane-4-methanol, 5-methyl-2-phenyl-5-(phosphonooxy)-, dihydrogen phosphate, (2S,4R,5S)- may involve multiple steps and the use of various reagents, depending on the specific functional groups and the desired stereochemistry.

Upstream product

• 652979-99-2 1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate) 
• 81577-58-4 1,3-(R)-O-benzylidene-D-threitol 
• 100-52-7 benzaldehyde 
• 80924-06-7 1,3-O-benzylidene D-arabitol 
• 99274-32-5 2,4-O-benzylidene-D-threose 
• 652979-97-0 1,3-O-benzylidene-2-C-methyl-D-erythritol 
• 652979-96-9 1,3-O-benzylidene-2-C-methyl-D-erythritol 4-(t-butyldimethylsilyl) ether 
• 652979-92-5 1,3-O-benzylidene-D-threitol 4-(t-butyldimethylsilyl) ether 
• 652979-94-7 1,3-O-benzylidene-D-erythrulose 4-(t-butyldimethylsilyl) ether 

Relevant academic research and scientific papers

The dioxanone approach to (2S,3R)-2-C-methylerythritol 4-phosphate and 2,4-cyclodiphosphate, and various MEP analogues

(Chemical Equation Presented) Efficient syntheses of the non-mevalonate pathway intermediates 2-C-methylerythritol 4-phosphate (MEP) and 2-C-methylerythritol 2,4-cyclodiphosphate (ME-2,4-cycloPP), as well as the parent tetrol 2-C-methylerythritol, in enantiopure form from (2S,4R)-cis-2-phenyl-4-tert-butyldimethylsilyloxy-1,3-dioxan-5-one are reported. The 2S configuration of the C-methyl group was installed by highly axial-face selective addition of CH3MgBr (20:1) to the chiral dioxanone carbonyl group. Primary selective monophosphorylation and 2,4-bis-phosphorylation, followed by desilation and hydrogenolysis to the free mono-and diphosphates, and, in the latter case, cyclization to form the eight-membered phosphoryl anhydride, afforded MEP and ME-2,4-cycloPP in good yields. The C2 epimeric analogues, 2-C-methylthreitol and its 4-phosphate, were accessed by LiAlH 4 reduction of the cis,cis epoxide of (2S,4R)-4-tert- butyldimethylsilyloxymethyl-5-methylene-2-phenyl-1,3-dioxane, primary-selective phosphorylation, and cleavage of the silyl, benzylidene, and benzyl protecting groups. Regioselective cleavage of the acetal ring of 1,3-benzylidene 2-C-methylerythritol silyl ether by ozonolysis afforded a 1,2,3-triol 3-monobenzoate intermediate that was converted to the novel amino sugar, 1-amino-1-deoxy-2-C-methylerythritol.

Synthesis of Enantiopure 2-C-Methyl-D-erythritol 4-Phosphate and 2,4-Cyclodiphosphate from D-Arabitol

(Equation presented) Two key intermediates of the newly discovered mevalonate-independent pathway for isoprenoid biosynthesis were prepared. Optically pure 2-C-methyl-D-erythritol 4-phosphate and 2,4-cyclodiphosphate were chemically synthesized from D-arabitol using a convenient benzylidene and tert-butyldimethylsilyl protection of polyhydroxylated intermediates. The new scheme offers a straightforward route to analogues and labeled forms.