(2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate

Base Information

• Chemical Name: (2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate
• CAS No.: 934240-62-7
• Molecular Formula: C₁₉H₂₀FNO₃
• Molecular Weight: 329.371
• Mol file: 934240-62-7.mol

Synonyms:(2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate

Chemical Property of (2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate

There total 18 articles about (2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)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: 86.0%

methyl (S)-5-(4-((2-fluorobenzyl)oxy)phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate (934240-61-6) → (2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate (934240-62-7)

Guidance literature:

With platinum(IV) oxide; hydrogen; In ethyl acetate; at 20 ℃; for 6h; under 760.051 Torr;

Reference yield:

(2S,5R)-1-tert-butyl 2-methyl 5-(4-(2-fluorobenzyl)oxy)phenylpyrrolidine-1,2-dicarboxylate (934584-88-0) → (2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate (934240-62-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h; Reagent/catalyst; Solvent;

Reference yield:

methyl (S)-5-(4-((2-fluorobenzyl)oxy)phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate (934240-61-6) → (2S,5R)-methyl-5-(4-((2-fluorobenzyl)oxy)phenyl)pyrrolidine-2-carboxylate (934240-62-7) + (2S,5S)-methyl 5-[4-(2-fluorobenzyloxy)phenyl]-pyrrolidine-2-carboxylate

Guidance literature:

methyl (S)-5-(4-((2-fluorobenzyl)oxy)phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate; With trifluoroacetic acid; In ethyl acetate; at 30 ℃; for 0.5h; Inert atmosphere; Large scale;

With platinum on carbon; hydrogen; In ethyl acetate; at 30 ℃; for 5h; under 3102.97 Torr; Reagent/catalyst; Pressure; Overall yield = 97.6 percent; Overall yield = 8.15 kg; stereoselective reaction; Large scale;

DOI:10.1021/acs.oprd.0c00382

upstream raw materials:

methyl (S)-5-(4-((2-fluorobenzyl)oxy)phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

(S)-methyl-5-(4-(benzyloxy)phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate

(2S,5R)-1-tert-butyl 2-methyl 5-(4-(2-fluorobenzyl)oxy)phenylpyrrolidine-1,2-dicarboxylate

p-benzyloxyphenylbromide

Downstream raw materials:

(2S,5R)-1-tert-butyl 2-methyl 5-(4-(2-fluorobenzyl)oxy)phenylpyrrolidine-1,2-dicarboxylate

2-methyl 1-(phenylmethyl) (2S,5R)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1,2-pyrrolidinedicarboxylate

(2S,5R)-5-(4-((2-fIuorobenzyl)oxy)phenyl)pyrrolidine-2-carboxamide

2-methyl 1-(phenylmethyl) (2R,5R)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-2-(hydroxymethyl)-1,2-pyrrolidinedicarboxylate