2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate

Base Information

• Chemical Name: 2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate
• CAS No.: 144538-28-3
• Molecular Formula: C₁₆H₁₉NO₆
• Molecular Weight: 321.33
• Mol file: 144538-28-3.mol

Synonyms:2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate

Chemical Property of 2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate

There total 27 articles about 2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate 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: 97.0%

methyl 2-(benzylideneamino)acetate (66646-88-6) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → 2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate (144538-28-3)

Guidance literature:

With 3-{(S)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl}-2-(phenylthio)indole; silver(I) acetate; triethylamine; In diethyl ether; at -40 ℃; for 18h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.02.017

Reference yield: 96.0%

(E)-N-benzylideneglycine methyl ester (66646-88-6,120238-40-6,138495-05-3) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → rac-(2R,3S,4R,5S)-trimethyl 5-phenylpyrrolidine-2,3,4-tricarboxylate (69994-51-0,70050-95-2,70050-96-3,70050-97-4,113349-49-8,113349-50-1,144538-28-3)

Guidance literature:

In toluene; at 20 ℃; for 12h; Reagent/catalyst; Time; Inert atmosphere; Darkness;

DOI:10.1021/om400078f

Reference yield: 94.0%

methyl 2-(benzylideneamino)acetate (66646-88-6) + 1,4-dimethyl but-2-enedioate (23055-10-9) → 2,3,4-trimethyl (2S,3R,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate (144538-28-3)

Guidance literature:

With silver (II) carbonate; C₄₃H₄₅N₄O₂P; In toluene; at 20 ℃; for 2h;

upstream raw materials:

methyl 2-(benzylideneamino)acetate

dimethylfumarate

benzaldehyde

(E)-N-benzylideneglycine methyl ester