(2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate

Base Information

• Chemical Name: (2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate
• CAS No.: 1443036-65-4
• Molecular Formula: C₁₉H₂₀N₂O₄
• Molecular Weight: 340.379
• Mol file: 1443036-65-4.mol

Synonyms:(2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate

Chemical Property of (2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate

There total 2 articles about (2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate 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: 66.0%

methyl 2-(m-methylbenzylideneamino)acetate (943759-24-8) + (2-nitroethenyl)benzene (102-96-5) → (2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate (1443036-65-4) + methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate

Guidance literature:

With silver benzoate; triethylamine; (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 - 30 ℃; Reagent/catalyst; stereoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201400563

Reference yield: 61.0%

methyl 2-(m-methylbenzylideneamino)acetate (943759-24-8) + (2-nitroethenyl)benzene (102-96-5) → (2S,3R,4S,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate + (2S,3S,4R,5S)-methyl 4-nitro-3-phenyl-5-(3-tolyl)pyrrolidine-2-carboxylate (1443036-65-4)

Guidance literature:

With C₃₇H₃₃O₂P; copper(II) bis(trifluoromethanesulfonate); triethylamine; In toluene; at 20 - 30 ℃; for 17h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol4006618

upstream raw materials:

methyl 2-(m-methylbenzylideneamino)acetate

(2-nitroethenyl)benzene