81327-47-1

Basic information

• Product Name: (4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester
• Synonyms: (4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester;(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid 4,5-Bis(isopropyl) Ester,99%e.e.;(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid 4,5-Bis(isopropyl) Ester
• CAS NO: 81327-47-1
• Molecular Formula: C₁₃H₂₂O₆
• Molecular Weight: 274.31018
• Mol File: 81327-47-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester(81327-47-1)
• EPA Substance Registry System: (4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester(81327-47-1)

Safety Data

• Hazardous Substances Data: 81327-47-1(Hazardous Substances Data)

Usage

Description

(4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is a complex organic compound with a molecular formula C14H24O6. It is a diester derivative of dioxolane dicarboxylic acid, containing two isopropyl ester groups. (4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is characterized by its unique stereochemistry and structural features, which make it a versatile building block in the synthesis of various pharmaceuticals and specialty chemicals.

Uses

Used in Pharmaceutical Industry:
(4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is used as an intermediate in the synthesis of new drugs for various therapeutic applications. Its unique structural features and reactivity make it a valuable component in the development of novel pharmaceutical compounds.
Used in Chemical Industry:
In the chemical industry, (4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is used as a key building block in the production of specialty chemicals and materials. Its versatility in chemical reactions allows for the creation of a wide range of products with specific properties tailored for various applications.
Used in Research and Development:
(4R,5R)-2,2-diMethyl-1,3-Dioxolane-4,5-dicarboxylic acid 4,5-bis(1-Methylethyl) ester is also utilized in research and development efforts within the field of organic chemistry. Its unique properties and potential applications make it an interesting subject for further study, with the aim of discovering new uses and expanding its applications in various industries.

Upstream product

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

Downstream Products

• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 122137-20-6 (4R,5R)-2,2-Dimethyl-[1,3]dioxolane-4,5-dicarbaldehyde 
• 185025-22-3 (4S,5S)-4,5-Bis-((Z)-3-benzyloxy-propenyl)-2,2-dimethyl-[1,3]dioxolane 
• 118508-98-8 (4S,5S)-4,5-O-isopropylidene-1,8-di-O-benzyl-2E,6E-octadiene-1,4,5,8-tetraol 
• 90661-38-4 ethyl 3-((4S,5S)-5-(benzyloxy methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 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 

Relevant articles and documents

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.

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.