tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate]

Base Information

• Chemical Name: tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate]
• CAS No.: 137585-08-1
• Molecular Formula: C₂₄H₃₀O₁₂
• Molecular Weight: 510.495
• Mol file: 137585-08-1.mol

Synonyms:tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate]

Chemical Property of tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate]

There total 3 articles about tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate] which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

diethyl (R,R)-2,3-bis(O-trimethylsilyl)tartrate (183595-47-3) + terephthalaldehyde, (623-27-8) → tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate] (137585-08-1)

Guidance literature:

diethyl (R,R)-2,3-bis(O-trimethylsilyl)tartrate; terephthalaldehyde,; With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.25h;

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; Further stages.;

DOI:10.1007/s11172-007-0233-7

Reference yield: 72.0%

diethyl (2S,3S)-tartrate (13811-71-7) + 1,4-bis(diethoxymethyl)benzene (20635-30-7) → tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate] (137585-08-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In toluene;

DOI:10.1016/j.tet.2015.07.061

Reference yield: 58.0%

diethyl (2R,3R)-tartrate (87-91-2) + terephthalaldehyde, (623-27-8) → tetraethyl 2,2'-(benzene-1,4-diyl)bis[(4R,5R)-1,3-dioxolane-4,5-dicarboxylate] (137585-08-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 120h; Heating;

DOI:10.1021/ol026497u

upstream raw materials:

diethyl (2R,3R)-tartrate

terephthalaldehyde,

diethyl (R,R)-2,3-bis(O-trimethylsilyl)tartrate

diethyl (2S,3S)-tartrate

Refernces

• 1、 Ei?mann, Diana,Katzsch, Felix,Weber, Edwin. "Synthesis and solvent sorption characteristics of new types of tartaric acid, lactic acid and TADDOL derived receptor compounds". . p. 7695 - 7705. Retrieved 2015/09/07.