1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate

Base Information

• Chemical Name: 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate
• CAS No.: 167417-77-8
• Molecular Formula: C₂₉H₃₈N₂O₄
• Molecular Weight: 478.632

Synonyms:1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate

Chemical Property of 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate

Chemical Property:

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Technology Process of 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate

There total 1 articles about 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-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: 78.0%

(-)-menthyl acrylate (4835-96-5) + (S)-3-Phenyl-2-{[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-propionic acid methyl ester → 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate (167417-77-8)

Guidance literature:

With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; silver(I) acetate; In acetonitrile; at 25 ℃; for 0.5h;

DOI:10.1016/0040-4020(94)00940-V

Reference yield: 80.0%

1-iodo-propane (107-08-4) + 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate (167417-77-8) → 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(1'-propyl pyridinium-3'-yl)pyrrolidine-c-4S-carboxylate iodide

Guidance literature:

In acetonitrile; for 4h; Heating;

DOI:10.1016/0040-4020(94)00940-V

Reference yield:

1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(3'-pyridyl)pyrrolidine-c-4S-carboxylate (167417-77-8) → 1'R,2'S,5'R-menthyl r-2R-methoxycarbonyl-2-benzyl-c-5R-(1',2',5',6'-tetrahydropyrid-3'-yl)pyrrolidine-c-4S-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / acetonitrile / 4 h / Heating

2: 65 percent / sodium borohydride / methanol / from -10 deg C to RT

With sodium tetrahydroborate; In methanol; acetonitrile;

DOI:10.1016/0040-4020(94)00940-V

upstream raw materials:

(-)-menthyl acrylate

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