164654-49-3

Usage

Uses

Used in Pharmaceutical Industry:
Dibenzyl N,N-dimethylphosphoramidite is used as a synthetic reagent for the enzyme-assisted synthesis of inositol triphosphate. Inositol triphosphate is an important second messenger in cellular signal transduction pathways, playing a crucial role in various physiological processes such as calcium mobilization and cell growth regulation. The enzyme-assisted synthesis facilitated by this reagent allows for the efficient production of inositol triphosphate, which can be further utilized in research and drug development.
Additionally, the reagent may also find applications in the synthesis of other biologically relevant molecules, given its ability to participate in various chemical reactions. Its versatility and reactivity make it a valuable tool in the field of organic chemistry and pharmaceutical research.

InChI:InChI=1/C16H20NO2P/c1-17(2)20(18-13-15-9-5-3-6-10-15)19-14-16-11-7-4-8-12-16/h3-12H,13-14H2,1-2H3

Upstream product

• 100-51-6 benzyl alcohol 
• 1608-26-0 Hexamethylphosphorous triamide 
• 53617-91-7 C₁₁H₁₉N₂OP 

Downstream Products

• 215099-82-4 (S)-2-(Bis-benzyloxy-phosphanylamino)-pentanedioic acid dibenzyl ester 
• 1025449-58-4 allyl-3,6-di-O-benzyl-4-O-(dibenzyloxyphosphoryl)-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 
• 1025795-38-3 2-(dibenzyloxyphosphoryloxy)ethyl-3,4-di-O-benzyl-6-O-{3,6-di-O-benzyl-4-O-(dibenzyloxyphosphoryl)-2-deoxy-2-[(R)-3-dodecanoyloxytetradecanoylamino]-β-D-glucopyranosyl}-2-[(R)-3-benzyloxytetradecanoylamino]-2-deoxy-α-D-glucopyranoside 
• 127-19-5 N,N-dimethyl acetamide 
• 41662-50-4 dibenzyl chlorophosphite 

Relevant academic research and scientific papers

Dismutation of arylene phosphorodiamidites: Specific features and aspects of preparative use

The dismutation of arylene phosphorodiamidites derived from the simplest phenols and naphthols and of their dibasic analogs was studied. The main regular trends of this process and the limits of its synthetic applicability were determined. Pleiades Publishing, Inc., 2006.

Enzyme assisted synthesis of D-myo-inositol-1,2,6-trisphosphate

The title compound is prepared in enantiomerically pure form via a facile enzyme assisted route. Essential for the success of the described method were a) the highly enantioselective esterification of 4,6-O-dibenzoyl-myo-inositol 2, b) the selective acylation of the axial hydroxyl function in 3 and c) the selective, base catalysed methanolysis of one benzoate group in 5. The obtained, selectively protected 1,2,6-triol 6 was converted into the title compound 7 by phosphorylation using N,N-dimethyl dibenzyl phosphoamidite followed by deprotection.