(2S,3S)-2,3-bis[(4-methoxybenzoyl)oxy]butanedioic acid;(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol

Base Information

• Chemical Name: (2S,3S)-2,3-bis[(4-methoxybenzoyl)oxy]butanedioic acid;(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol
• CAS No.: 243640-20-2
• Molecular Formula: C₂₀H₁₈O₁₀*C₂₂H₂₈FNO₃
• Molecular Weight: 791.825

Synonyms:SCHEMBL4238084

Chemical Property of (2S,3S)-2,3-bis[(4-methoxybenzoyl)oxy]butanedioic acid;(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol

Chemical Property:

• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 18
• Exact Mass: 791.29531868
• Heavy Atom Count: 57
• Complexity: 985

Purity/Quality:

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.COC1=CC=CC(=C1OC)C(C2CCN(CC2)CCC3=CC=C(C=C3)F)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.COC1=CC=CC(=C1OC)[C@@H](C2CCN(CC2)CCC3=CC=C(C=C3)F)O

Technology Process of (2S,3S)-2,3-bis[(4-methoxybenzoyl)oxy]butanedioic acid;(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol

There total 2 articles about (2S,3S)-2,3-bis[(4-methoxybenzoyl)oxy]butanedioic acid;(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol 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: 91.7%

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) → (R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt (243640-20-2)

Guidance literature:

In water; acetic acid; at 53 - 57 ℃; for 0.666667h; Product distribution / selectivity; Heating / reflux;

Reference yield: 38.0%

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) → (R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt (243640-20-2) + (S)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt (869749-06-4)

Guidance literature:

In ethanol; Product distribution / selectivity; Heating / reflux;

Reference yield: 83.1%

(R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt (243640-20-2) → (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid, potassium salt + R-(+)-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol (139290-65-6)

Guidance literature:

With potassium carbonate; In water; toluene; at 18 - 60 ℃; for 0.5 - 1.5h; Product distribution / selectivity;

upstream raw materials:

O,O′-di-p-anisoyl-D-tartaric acid

(2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol

Downstream raw materials:

R-(+)-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

O,O′-di-p-anisoyl-D-tartaric acid

(2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol

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