(S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine

Base Information

Chemical Name:(S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine
CAS No.:1358742-08-1
Molecular Formula:C₁₇H₂₈N₂O₃Si
Molecular Weight:336.506
Hs Code.:

Synonyms:(S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine

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Chemical Property of (S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine

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Technology Process of (S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine

There total 3 articles about (S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine 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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: [(2S)-1-(2-nitrophenyl)pyrrolidin-2-yl]methanol

: 1358742-08-1
(S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.11.015

Reference yield:

: 147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7
L-proline

: 1358742-08-1
(S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / 2 h / Inert atmosphere; Reflux

2.1: triethylamine / acetonitrile / Inert atmosphere; Reflux

3.1: lithium borohydride / tetrahydrofuran; ethanol / 0 - 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: 1H-imidazole / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; lithium borohydride; thionyl chloride; triethylamine; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1016/j.tetasy.2011.11.015

Reference yield:

: methyl 2-[(2S)-1-(2-nitrophenyl)pyrrolidin-2-yl]acetate

: 1358742-08-1
(S)-2-((tert-butyldimethylsilyloxy)methyl)-1-(2-nitrophenyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium borohydride / tetrahydrofuran; ethanol / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: 1H-imidazole / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; lithium borohydride; In tetrahydrofuran; ethanol;
DOI:10.1016/j.tetasy.2011.11.015