(S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

Base Information

Chemical Name:(S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate
CAS No.:1370656-29-3
Molecular Formula:C₂₁H₂₇N₃O₂
Molecular Weight:353.464
Hs Code.:

Synonyms:(S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

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Chemical Property of (S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

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Technology Process of (S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

There total 4 articles about (S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)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: 50.0%

: 2627-86-3
(S)-1-phenyl-ethylamine

: 1370656-28-2
(S)-methyl 1-((6-formylpyridin-2-yl)methyl)pyrrolidine-2-carboxylate

: 1370656-29-3
(S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1016/j.tet.2012.02.031

Reference yield:

: 1370656-26-0
(S)-methyl 1-((6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

: 1370656-29-3
(S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.83 h / -78 °C

2.2: -78 - 0 °C

3.1: sodium tris(acetoxy)borohydride / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With oxalyl dichloride; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1016/j.tet.2012.02.031

Reference yield:

: 1370656-27-1
(S)-methyl 1-((6-(hydroxymethyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

: 1370656-29-3
(S)-methyl 1-((6-(((S)-1-phenylethylamino)methyl)pyridin-2-yl)methyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.83 h / -78 °C

1.2: -78 - 0 °C

2.1: sodium tris(acetoxy)borohydride / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With oxalyl dichloride; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; In dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1016/j.tet.2012.02.031