(+/-)-neotruxinic acid dimethyl ester

Base Information

• Chemical Name: (+/-)-neotruxinic acid dimethyl ester
• CAS No.: 114180-12-0
• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.376
• Mol file: 114180-12-0.mol

Synonyms:

Chemical Property of (+/-)-neotruxinic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-neotruxinic acid dimethyl ester

There total 42 articles about (+/-)-neotruxinic acid dimethyl ester 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: 81.0%

methyl cinnamate (103-26-4,1754-62-7) → dimethyl (1R,2S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate (36650-44-9) + rac-1,2-dimethyl (1R,2R,3S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate (36650-44-9,52305-38-1,52305-39-2,57287-73-7,57287-74-8,58691-75-1,58691-76-2,64666-08-6,64666-09-7,64666-10-0,114180-12-0)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Overall yield = 89%; diastereoselective reaction; Schlenk technique; Irradiation; Inert atmosphere;

DOI:10.1039/c7cc06710k

Reference yield: 78.0%

Methyl cinnamate (103-26-4,1754-62-7) → rac-1,2-dimethyl (1R,2R,3S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate (36650-44-9,52305-38-1,52305-39-2,57287-73-7,57287-74-8,58691-75-1,58691-76-2,64666-08-6,64666-09-7,64666-10-0,114180-12-0)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); In 1,4-dioxane; at 25 ℃; for 24h; Inert atmosphere; Irradiation;

Reference yield: 73.0%

Methyl cinnamate (103-26-4,1754-62-7) → dimethyl (1R,2S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate (36650-44-9) + rac-1,2-dimethyl (1R,2R,3S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate (36650-44-9,52305-38-1,52305-39-2,57287-73-7,57287-74-8,58691-75-1,58691-76-2,64666-08-6,64666-09-7,64666-10-0,114180-12-0)

Guidance literature:

With (2r,4s,5r)-2,4,5,6-tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)isophthalonitrile; In 1,4-dioxane; at 20 ℃; for 36h; diastereoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1039/c9ob02735a

upstream raw materials:

methanol

(E)-1,2-diphenyl-ethene

methyl l-bornyl fumarate

(1R,2R,3S,4S)-3,4-Diphenyl-cyclobutane-1,2-dicarboxylic acid

Downstream raw materials:

r-1,t-2-dimethyl-t-3,c-3,4-diphenylcyclobutane

β-truxinic acid

3c,4c-diphenyl-cyclobutane-1r,2c-dicarboxylic acid

μ-truxinic acid