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

Base Information

• Chemical Name: 3,4-diisopropyl 2-methyl (2S,3S,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate
• CAS No.: 1062148-79-1
• Molecular Formula: C₂₀H₂₇NO₆
• Molecular Weight: 377.437
• Mol file: 1062148-79-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 3,4-diisopropyl 2-methyl (2S,3S,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:

diisopropyl fumarate (7283-70-7) + methyl 2-(benzylideneamino)acetate (66646-88-6) → 3,4-diisopropyl 2-methyl (2S,3S,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate (1062148-79-1) + 3,4-diisopropyl 2-methyl (2R,3R,4R,5S)-5-phenylpyrrolidine-2,3,4-tricarboxylate

Guidance literature:

With (S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-[(1R)-1-phenethyl]amine; lithium perchlorate; triethylamine; In toluene; at -20 ℃; for 17h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/anie.200801690

Reference yield:

diisopropyl fumarate (7283-70-7) + methyl 2-(benzylideneamino)acetate (66646-88-6) → 3,4-diisopropyl 2-methyl (2S,3S,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate (1062148-79-1) + 3,4-diisopropyl 2-methyl (2R,3R,4R,5S)-5-phenylpyrrolidine-2,3,4-tricarboxylate + C20H27NO6

Guidance literature:

With (R)-1,1'-binaphthyl-2,2'-phosphoric acid; triethylamine; silver carbonate; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine; In toluene; at -20 ℃; for 17h; Overall yield = 82 %; Overall yield = 66 mg; enantioselective reaction; Darkness;

DOI:10.1016/j.tetasy.2017.08.011

Reference yield:

diisopropyl fumarate (7283-70-7) + methyl benzylideneiminoglycinate → 3,4-diisopropyl 2-methyl (2S,3S,4S,5R)-5-phenylpyrrolidine-2,3,4-tricarboxylate (1062148-79-1) + 3,4-diisopropyl 2-methyl (2R,3R,4R,5S)-5-phenylpyrrolidine-2,3,4-tricarboxylate

Guidance literature:

With silver perchlorate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; In toluene; at 20 ℃; optical yield given as %ee; diastereoselective reaction; Darkness;

DOI:10.1016/j.tetasy.2008.12.021

upstream raw materials:

diisopropyl fumarate

methyl 2-(benzylideneamino)acetate