37031-29-1

Basic information

• Product Name: (4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER
• Synonyms: 4R-TRANS-DIMETHYL 2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLATE;(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER;(-)-2,3-O-ISOPROPYLIDENE-L-TARTARIC ACID DIMETHYL ESTER;2,3-O-ISOPROPYLIDENE-L-TARTARIC ACID DIMETHYL ESTER;(2R,3R)-(-)-DIMETHYL-2,3-O-ISOPROPYLIDENE TARTRATE;(-)-DIMETHYL 2,3-O-ISOPROPYLIDENE-L-TARTRATE;DIMETHYL 2,3-O-ISOPROPYLIDENE-L-TARTRATE;DIMETHYL (4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLATE
• CAS NO: 37031-29-1
• Molecular Formula: C₉H₁₄O₆
• Molecular Weight: 218.2
• Product Categories: chiral;Chiral Building Blocks;Dioxanes & Dioxolanes;Dioxolanes;Esters (Chiral);Synthetic Organic Chemistry
• Mol File: 37031-29-1.mol

Chemical Properties

• Melting Point: 40-43℃
• Boiling Point: 150 °C19 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Colorless to light yellow liquid
• Density: 1.190 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.00693mmHg at 25°C
• Refractive Index: n20/D 1.439(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• BRN: 15406
• CAS DataBase Reference: (4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER(37031-29-1)
• EPA Substance Registry System: (4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER(37031-29-1)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 21
• Hazardous Substances Data: 37031-29-1(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Industry:
(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER is used as a building block for the synthesis of TADDOL chiral auxiliaries, which are essential in the development of chiral drugs. These auxiliaries play a crucial role in the production of enantiomerically pure compounds, which are vital in the pharmaceutical industry due to their specific biological activities and reduced side effects.
2. Used in Chemical Industry:
(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER is used as a key component in the synthesis of dipyridine ligands. These ligands are essential in various chemical reactions, particularly in catalysis, where they help improve the efficiency and selectivity of the process.
3. Used in Material Science:
(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER is used as a building block for the synthesis of threitols, which are important in the development of new materials with unique properties. These materials can be used in various applications, such as in the production of polymers, coatings, and adhesives.
4. Used in Research and Development:
(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER is used as a valuable compound in research and development, particularly in the field of organic chemistry. Its unique structure and properties make it an essential tool for the synthesis of new molecules and the study of various chemical reactions.

InChI:InChI=1/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H,1-4H3/t5-,6-/m0/s1

Upstream product

• 67-56-1 methanol 
• 147-71-7 D-tartaric acid 
• 17081-21-9 1,3-dimethoxy propane 
• 13171-64-7 Dimethyl D-tartrate 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 
• 87-69-4 L-Tartaric acid 

Downstream Products

• 207561-61-3 (Z,Z)-N,N-<(4S,5S)-2,2-dimethyl-4,5-dimethylethenyl-1,3-dioxolane>-bis(benzylamine N-oxide) 
• 199277-46-8 (4R,5R)-2,2-Dimethyl-α,α,α',α'-tetra(4-tert-butyldimethylsilyloxyphenyl)-1,3-dioxolane-4,5-dimethanol 
• 1356540-95-8 ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3-(trifluoromethyl)phenyl)methanol) 
• 1356540-74-3 methyl (4R,5R)-5-[hydroxybis(2-(trifluoromethyl)phenyl)methyl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 1356541-05-3 ((4R,5R)-5-[hydroxybis(2-(trifluoromethyl)phenyl)methyl]-2,2-dimethyl-1,3-dioxolane-4-yl)-(2-(trifluoromethyl)phenyl)methanone 
• 101331-92-4 4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose 
• 136032-73-0 4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threitol 
• 68394-39-8 (2S,3S)-(-)-bis(dibenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 199277-51-5 (4R,5R)-2,2-Dimethyl-α,α,α',α'-tetra(4-hydroxyphenyl)-1,3-dioxolane-4,5-dimethanol 
• 345341-14-2 (1'S,4''R,5R,5''S)-5-[(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)hydromethyl]-5H-furan-2-one 
• 81028-12-8 (4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde 
• 78469-77-9 (4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane 
• 63126-30-7 (4S,5S)-4,5-bis(aminomethyl)-N⁴,N⁴,N⁵,N⁵-2,2-hexamethyl-1,3-dioxolane 
• 119322-88-2 ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)dimethanamine 

Relevant articles and documents

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Versicolactones A and B: Total synthesis and structure revision

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