(+)-(3R,4R)-3,4-Diphenyladipic acid

Base Information

• Chemical Name: (+)-(3R,4R)-3,4-Diphenyladipic acid
• CAS No.: 108391-57-7
• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.339
• Mol file: 108391-57-7.mol

Synonyms:

Chemical Property of (+)-(3R,4R)-3,4-Diphenyladipic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(3R,4R)-3,4-Diphenyladipic acid

There total 22 articles about (+)-(3R,4R)-3,4-Diphenyladipic 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:

3,4-Diphenyl-hexanedioic acid bis-((1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl) ester → (3S,4S)-3,4-diphenylhexanedioic acid (108391-56-6) + (+)-(3R,4R)-3,4-Diphenyladipic acid (108391-57-7)

Guidance literature:

3,4-Diphenyl-hexanedioic acid bis-((1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl) ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 12h;

With jones reagent; In acetone; at 0 ℃; for 0.5h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/jo026183k

Reference yield:

3,4-Diphenyl-hexanedioic acid bis-((1S,2S,3R,4S)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl) ester → (3S,4S)-3,4-diphenylhexanedioic acid (108391-56-6) + (+)-(3R,4R)-3,4-Diphenyladipic acid (108391-57-7)

Guidance literature:

3,4-Diphenyl-hexanedioic acid bis-((1S,2S,3R,4S)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl) ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 12h;

With jones reagent; In acetone; at 0 ℃; for 0.5h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/jo026183k

Reference yield:

methyl ester of m-chlorocinnamic acid (42175-03-1) → (+)-(3R,4R)-3,4-Diphenyladipic acid (108391-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 34 percent / electrochemical cyclodimerization

2: H₂; ⁽¹⁺⁾*I^(1-) / CH₂Cl₂; methanol / 120 h / 60 °C / 66195.7 - 69873.2 Torr

3: 44 percent / CrO₃

4: 1) NaOH, 2) H₂ / 2) Pd/C

With chromium(VI) oxide; sodium hydroxide; (1+)*I(1-); hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(00)97275-7

upstream raw materials:

(E)-3-phenylacrylic acid

3,4-diphenyl-hexene-(3t)-dioic acid

dimethyl (3SR,4SR)-3,4-diphenylhexanedioate

sec-Butyl-trans-3,4-diphenylcyclopentanon-2-carboxylat

Downstream raw materials:

3,4-diphenyl-adipic acid

racem.-3,4-diphenyl-adipic acid-dichloride

d,l-3,4-Bis-<4-chlorphenyl>-adipinsaeure

dimethyl (3SR,4SR)-3,4-diphenylhexanedioate