tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate
CAS No.:1601461-39-5
Molecular Formula:C₁₈H₂₅FN₂O₃
Molecular Weight:336.407
Hs Code.:

Synonyms:tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

There total 1 articles about tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-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: 40.0%

: 1001754-59-1
(±)-1-(tert-butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 1601461-39-5
tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

: 1601461-40-8
tert-butyl (3R)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

Guidance literature:: (±)-1-(tert-butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere; Reflux;

(R)-1-phenyl-ethyl-amine; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2014.03.002

Reference yield: 97.0%

: 1601461-39-5
tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

: 1601461-41-9
tert-butyl (3R)-3-fluoro-3-([((1R)-1-phenylethyl)amino]methyl)pyrrolidine-1-carboxylate

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 8h; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2014.03.002

Reference yield:

: 1601461-39-5
tert-butyl (3S)-3-fluoro-3-([((1R)-1-phenylethyl)amino]carbonyl)pyrrolidine-1-carboxylate

: 1601461-43-1
tert-butyl (3R)-3-(aminomethyl)-3-fluoropyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 8 h / 0 °C / Inert atmosphere; Reflux

2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 60 °C / 22801.5 Torr

With dimethylsulfide borane complex; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol;
DOI:10.1016/j.tet.2014.03.002