121668-38-0

Usage

Uses

Used in Organic Synthesis:
(4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is used as a key intermediate for the synthesis of various complex organic molecules, leveraging its unique structure and functional groups to facilitate the creation of novel compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is used as a starting material or building block in the development of new drugs, taking advantage of its specific stereochemistry and functional groups to design innovative therapeutic agents.
Used in Chemical Intermediates:
(4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester serves as a valuable chemical intermediate in the production of other compounds, contributing to the synthesis of a wide range of products in the chemical and materials science industries.
Used in Research and Development:
Due to its unique properties and potential applications, (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is utilized in research and development efforts across various scientific fields, including chemistry, biology, and materials science, to explore new possibilities and advancements in these areas.

Upstream product

• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 
• 67-63-0 isopropyl alcohol 
• 116499-08-2 dimethyl 2,2-dimethyl-1,3-dioxolane-trans-4,5-dicarboxylate 
• 77-76-9 2,2-dimethoxy-propane 
• 37031-29-1 (+)-dimethyl-2,3-O-isopropylidene-D-tartrate 
• 62961-64-2 D-(-)-diisopropyl tartrate 
• 2217-15-4 L-(+)-diisopropyl tartrate 

Downstream Products

• 73346-74-4 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol 
• 78469-77-9 1-O-benzyl-2,3-O-isopropylidene-D-threitol 
• 91548-58-2 ethyl (2E)-3-{(4R,5R)-5-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}acrylate 
• 1616868-90-6 C₁₈H₂₆O₅ 
• 1616868-91-7 C₁₆H₂₄O₄ 
• 1616868-92-8 (E)-ethyl 5-((4R,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-2-enoate 
• 1616868-93-9 C₁₈H₂₆O₄ 
• 1616868-94-0 ((2S,3S)-3-(2-((4R,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl) oxiran-2-yl)methanol 
• 1374433-25-6 (4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane 
• 338385-70-9 (4S,5S)-5-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 214678-52-1 {(4R,5S)-5-[(R)-{[(tert-butyl)(dimethyl)silyl]oxy}(phenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}methanol 

Relevant academic research and scientific papers

Stereoselective total synthesis of crassalactone A, a natural cytotoxic styryl lactone

A stereoselective total synthesis of a naturally occurring cytotoxic styryl lactone, crassalactone A (1), has been accomplished. The synthesis involves (-)-diisopropyl D-tartrate as the starting material, and the stereoselective additions of Grignard reag

Stereoselective synthesis of tetrahydropyran-tetrahydrofuran (THP-THF) core of (+)-muconin via Prins cyclization

A stereoselective synthesis of tetrahydropyran-tetrahydrofuran (THP-THF) core 2 of (+)-muconin (1) has been achieved using Prins cyclization as a key step to construct tetrahydropyran moiety. Other important transformations such as Wittig olefination, Sharpless epoxidation, regio-, and stereoselective exo-cyclization of the epoxy alcohol, titanocene induced regioselective deoxygenation of 2,3-epoxy alcohol, Grignard reaction, and Barton-McCombie reaction are successfully employed to accomplish the synthesis of THP-THF core 2.

The effects of different ester and ketal protecting groups on the reactivity and selectivity of tartrate-derived silylketene acetals

The reaction of tartrate-derived silylketene acetals and benzaldehyde has been investigated and the yields and diastereoselectivities have been found to be dependent upon the nature of the tartrate ester. Utilising the di-to7-butyl tartrate derivatives, high yields were achieved using a variety of aldehyde substrates. The reactions all proceeded with excellent levels of stereoselectivity (== 82:18); the sense of induction being dependent upon the choice of Lewis acid. BF3-OEt2 and TiCl3(OiPr) furnished complementary products in several cases and a model has been proposed to account for this observation.

Homolytic Reactions of Ligated Boranes. Part 18. The Scope of Enantioselective Hydrogen-atom Abstraction by Chiral Amine-Boryl Radicals for Kinetic Resolution under Conditions of Polarity Reversal Catalysis

A variety of new and previously-known optically active amine-borane complexes have been used as polarity reversal catalysts for the kinetic resolution of representative racemic carbonyl-containing compounds.The key step involves enantioselective abstracti

Conformational Diagnosis of Diethyl (4S,5S)-4,5-Bis(tert-butyldimethylsiloxy)-2E,6E-octadienedioate Based on the Stereochemical Outcomes of Representative Reactions As Compared with Those of Its 4,5-O-Isopropylidene Derivatives and on a Dichroic Exciton C

In order to gain more insight into the conformation of diethyl (4S,5S)-4,5-bis(tert-butyldimethylsiloxy)-2E,6E-octadienedioate (1) experimentally, some appropriate reactions of 1 and its derivative (S,S)-3, which bears isopropylidene protecting groups, ha

SYNTHESIS OF AXIALLY DISSYMMETRIC 3,5-OCTADIENE FRAMEWORK WITH C2 CHIRALITY VIA PALLADIUM(II)-CATALYZED TWOFOLD SIGMATROPIC REARRANGEMENT

Palladium(II)-catalyzed sigmatropic rearrangement of (4R,5R)-4,5-(bisacetoxy)-1,8-(bisbenzyloxy)-2(E),6(E)-octadiene has proceeded convergently to give (2S,7S)-2,7-(bisacetoxy)-1,8-(bisbenzyloxy)-3(E),5(E)-octadiene, translating the original chirality completely to the migration termini, which constitutes a novel synthesis of optically pure 3,5-octadiene with C2 chirality.