121668-38-0

Basic information

• Product Name: (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester
• Synonyms: (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester;(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid 4,5-Bis(isopropyl) Ester,99%e.e.;(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid 4,5-Bis(isopropyl) Ester
• CAS NO: 121668-38-0
• Molecular Formula: C13H22O6
• Molecular Weight: 274.31018
• Mol File: 121668-38-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester(121668-38-0)
• EPA Substance Registry System: (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester(121668-38-0)

Safety Data

• Hazardous Substances Data: 121668-38-0(Hazardous Substances Data)

Usage

Description

(4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is an ester derivative of a dioxolane dicarboxylic acid, characterized by its unique molecular structure that includes two methyl groups, two carboxylic acid groups, and two isopropyl groups attached to the ester functional group. (4S,5S)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is known for its potential applications in organic synthesis and pharmaceutical research, as well as its possible use as a chemical intermediate or building block in the production of other compounds. Its specific stereochemistry and functional groups may also grant it valuable properties of interest to researchers across various scientific fields.

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

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

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

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.

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