59779-75-8

Usage

Chemical Properties

clear yellow liquid

InChI:InChI=1/C11H18O6/c1-5-14-9(12)7-8(10(13)15-6-2)17-11(3,4)16-7/h7-8H,5-6H2,1-4H3/t7-,8-/m1/s1

Upstream product

• 87-91-2 diethyl (2R,3R)-tartrate 
• 67-64-1 acetone 
• 108-21-4 Isopropyl acetate 
• 77-76-9 2,2-dimethoxy-propane 
• 13811-71-7 diethyl (2S,3S)-tartrate 
• 116-11-0 2-Methoxypropene 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 

Downstream Products

• 132328-47-3 (4R,trans)-2,2-dimethyl-α,α,α',α'-tetrakis-(pentafluorophenyl)-1,3-dioxolane-4,5-dimethanol 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 73346-74-4 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol 
• 122137-20-6 (4R,5R)-2,2-Dimethyl-[1,3]dioxolane-4,5-dicarbaldehyde 
• 199277-46-8 (4R,5R)-2,2-Dimethyl-α,α,α',α'-tetra(4-tert-butyldimethylsilyloxyphenyl)-1,3-dioxolane-4,5-dimethanol 
• 207561-61-3 (Z,Z)-N,N-<(4S,5S)-2,2-dimethyl-4,5-dimethylethenyl-1,3-dioxolane>-bis(benzylamine N-oxide) 
• 620-81-5 N,N'-Diphenyloxamid 
• 189574-20-7 (4R,5R)-2,2-dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4,5-bis(N-benzylamide) 
• 93379-48-7 (R,R)-TADDOL 
• 167640-48-4 (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane 
• 137365-09-4 [(4R,5R)-2,2-dimethyl-1,3-dioxolan-4,5-diyl]bis(dinaphthalen-2-ylmethanol) 
• 137536-94-8 (4R,5R)-2,2-dimethyl-α,α,α′,α′-tetra(naphthalen-1-yl)-1,3-dioxolane-4,5-dimethanol 
• 153472-20-9 C₂₁H₂₄N₂O₄ 
• 952649-42-2 ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(dibiphenyl-3-ylmethanol) 

Relevant academic research and scientific papers

Second-generation dimeric inhibitors of chitin synthase

Chitin synthase (CS) is essential for fungal cell wall biosynthesis and is an attractive medicinal target. Expanded results from our efforts to develop mechanism based inhibitors of CS are presented here. Specifically, we describe uridine dimers linked by tartrate amides as potential pyrophosphate mimics.

Design, synthesis and evaluation of 2,2-dimethyl-1,3-dioxolane derivatives as human rhinovirus 3C protease inhibitors

The human rhinovirus (HRV) is the most significant cause of the common cold all over the world. The maturation and replication of this virus entirely depend on the activity of a virus-encoded 3C protease. Due to the high conservation among different serot

Domino Hydroalkoxylation-[4+2]-Cycloaddition for Stereoselective Synthesis of 1,4-Heterocycle-Fused Chromenes: Rapid Access to the [6-6-7-6] Tetracyclic Core of Cytorhizhins B–D

A substrate dependent regio- and stereoselective domino hydroalkoxylation-formal-[4+2] cycloaddition is described for the facile synthesis of linear as well as spirocyclic 1,4-heterocycle-fused chromene ketals. Enantiospecific synthesis of oxazepino chromene derivatives was successfully carried out using chiral pool amino alkynols. The developed hydroalkoxylation cascade offered rapid access to the spirocyclic [6-6-7-6] tetracyclic core of cytorhizhins B–D with correct relative configuration.

A Synthesis Strategy for the Production of a Macrolactone of Gulmirecin A via a Ni(0)-Mediated Reductive Cyclization Reaction

A synthesis strategy for the production of a key synthetic intermediate of gulmirecin A was described. The key reaction in the preparation of the 12-membered macrolactone is the Ni(0)-mediated reductive cyclization reaction of ynal using an N-heterocyclic carbene ligand and silane reductant. In addition, the α-selective glycosylation reaction of the macrolactone was performed to demonstrate the synthesis of gulmirecin and disciformycin precursors.

Enantioselective vinylation of aldehydes with the vinyl Grignard reagent catalyzed by magnesium complex of chiral BINOLs

Enantioselective vinylation of aldehydes via direct catalytic asymmetric Grignard reaction of aldehdyes and the vinyl Grinard reagent is a long-standing challenge. This work demonstrated that the magnesium (S)-3,3′-dimethyl BINOLate enantioselectively catalyze the direct vinylation of aldehydes with the deactivated vinylmagnesium bromide by bis(2-[N,N′-dimethylamino]ethyl) ether (BDMAEE) in the addition of n-butylmagnesium chloride. The highest ee of 63% was achieved up to date.

2,2-dimethyl-1,2-dioxolame derivative, preparation method and application thereof

The invention relates to a compound shown in formula I, a despinner or optical isomer thereof, pharmacologically acceptable salt, solvate and hydrate thereof, pharmaceutical composition containing thecompound, and application of the compound in preparatio

HETEROCYCLIC COMPOUNDS AS PRMT5 INHIBITORS

The compounds of Formula I, Formula Ia, and Formula Ib are described herein along with their analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts, pharmaceutical compositions, metabolites, and prodrugs thereof. These compounds inhibit PRMT5 and are useful as therpeautic or ameliorating agent for diseases that are involved in cellular growth such as malignant tumors, schizophrenia, Alzheimer's disease, Parkinson's disease and the like.

Supramolecular gels from sugar-linked triazole amphiphiles for drug entrapment and release for topical application

A simple molecular framework obtained by cross-linking a hydrophobic chain with S,S- and R,R-tetritol by the copper-catalysed azide-alkyne cycloaddition reaction is found to serve as an excellent bioisostere for self-assembly. The hexadecyl-linked triazolyl tetritol composite spontaneously self-assembles in n-hepane and methanol to form hierarchical organogels. Microscopic analyses and X-ray diffraction studies demonstrate eventual formation of nanotubes through lamellar assembly of the amphiphiles. A rheological investigation shows solvent-dictated mechanical properties that obey power law behavior similar to other low molecular weight gelators (LMOGs). The gel network was then utilized for the entrapment of drugs e.g. ibuprofen and 5-fluorouracil, with tunable mechanical behaviour under applied stress. The differential release profiles of the drugs over a period of a few hours as a result of the relative spatio-temporal location in the supramolecular network can be utilized for topical formulations.

Preparation method of chiral catalyst ligand TADDOLs in asymmetric synthesis

The invention discloses a preparation method of a chiral catalyst ligand TADDOLs in asymmetric synthesis. The preparation method comprises the following steps of using chiral diethyl tartrate as raw material, and reacting with 2,2-dimethoxypropane and triethyl orthoformate, so as to obtain O,O-isopropylidene diethyl tartrate; enabling brominated aromatic hydrocarbon and isopropyl magnesium bromideto react in a solvent; finally, adding the O,O-isopropylidene diethyl tartrate, so as to obtain a target product, namely the chiral catalyst ligand TADDOLs. The preparation method has the advantagesthat the raw materials are bulk chemicals, the industrial cost is low, the reaction process is moderate and controllable, the post-treatment is concise and efficient, the difficulty in industrial production of the series of compound is decreased, and the cost is reduced; the chiral catalyst ligand TADDOLs has been widely applied into the asymmetric chiral synthesis; especially, when the chiral catalyst ligand TADDOLs and metal form a complex as the catalyst in the chiral oriented synthesis, the effect is obvious; the catalyzing effect is excellent, the process of chiral detachment of despinner compound is reduced, and the synthesis cost of chiral medicine is reduced.

Enantioselective Ni-Al Bimetallic Catalyzed exo -Selective C-H Cyclization of Imidazoles with Alkenes

A Ni-Al bimetallic catalyzed enantioselective C-H exo-selective cyclization of imidazoles with alkenes has been developed. A series of bi- or polycyclic imidazoles with β-stereocenter were obtained in up to 98% yield and >99% ee. The bifunctional SPO ligand-promoted bimetallic catalysis proved to be critical to this challenging stereocontrol.