(2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid

Base Information

• Chemical Name: (2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid
• CAS No.: 191605-10-4
• Molecular Formula: C₂₀H₁₈O₁₀
• Molecular Weight: 418.357
• Hs Code.: 2918199890
• European Community (EC) Number: 471-150-6,606-247-6
• DSSTox Substance ID: DTXSID701304214
• Nikkaji Number: J1.920.498G
• Wikidata: Q76411534
• Mol file: 191605-10-4.mol

Synonyms:191605-10-4;(2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid;(+)-Di-p-anisoyl-D-tartaric Acid;(+)-Di-4-Anisoyl-D-tartaric acid;Dibenzoyl-(+)-P-methoxy-D-tartaric acid;Butanedioic acid, 2,3-bis[(4-methoxybenzoyl)oxy]-, (2S,3S)-;EC 606-247-6;MFCD07368366;(+)-Bis(4-methoxybenzoyl)-D-tartaric Acid;SCHEMBL935315;(2S,3S)-2,3-bis[(4-methoxybenzoyl)oxy]butanedioic acid;DTXSID701304214;AKOS016843093;AC-3424;CS-W008144;AS-11927;A4227;D3490;Di-(p-Methoxybenzoyl)-D-(+)-Tartaric Acid;H10779;EN300-7377917;(2S,3S)-2,3-bis(4-methoxybenzoyloxy)succinic acid;(2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinicacid;(2S,3S)-2,3-BIS(4-METHOXYBENZOYLOXY)BUTANEDIOIC ACID;(2S,3S)-2,3-Di-(4-methoxybenzoyloxy)butane-1,4-dioic acid

Chemical Property of (2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 193-195 °C
• Refractive Index: 163 ° (C=1, EtOH)
• Boiling Point: 681.554 °C at 760 mmHg
• PKA: 1.48±0.25(Predicted)
• Flash Point: 241.638 °C
• PSA: 145.66000
• Density: 1.408 g/cm³
• LogP: 1.62400
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 418.08999677
• Heavy Atom Count: 30
• Complexity: 563

Purity/Quality:

99% ^*data from raw suppliers

(2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)OC(C(C(=O)O)OC(=O)C2=CC=C(C=C2)OC)C(=O)O
• Isomeric SMILES: COC1=CC=C(C=C1)C(=O)O[C@@H]([C@@H](C(=O)O)OC(=O)C2=CC=C(C=C2)OC)C(=O)O

Technology Process of (2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid

There total 5 articles about (2S,3S)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid 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: 83.0%

(R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt (243640-20-2) → O,O′-di-p-anisoyl-D-tartaric acid (50583-51-2,191605-10-4) + (2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol (139290-69-0)

Guidance literature:

(R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt; With potassium carbonate; In methanol; water; at 50 ℃; for 1.5h;

With hydrogenchloride; In methanol; water; Product distribution / selectivity;

Reference yield: 69.0%

(2S,3S)-(+)-di-(p-anisoyl)-tartaric acid, potassium salt → O,O′-di-p-anisoyl-D-tartaric acid (50583-51-2,191605-10-4)

Guidance literature:

With hydrogenchloride; In water; at 40 - 60 ℃; for 1h; Product distribution / selectivity;

Reference yield: 62.0%

(S)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt (869749-06-4) → O,O′-di-p-anisoyl-D-tartaric acid (50583-51-2,191605-10-4) + (2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol (139290-69-0)

Guidance literature:

(S)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt; With sodium hydroxide; In tetrahydrofuran; water; at 40 ℃;

With sulfuric acid; In tetrahydrofuran; water; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

D-tartaric acid

4-methoxy-benzoyl chloride

(R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt

(S)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt

Downstream raw materials:

C₁₄H₁₈N₂O₃*C₂₀H₁₈O₁₀

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