(2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate
CAS No.:1352212-86-2
Molecular Formula:C₂₃H₃₈N₂O₄Si
Molecular Weight:434.651
Hs Code.:

Synonyms:(2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate

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Chemical Property of (2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate

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Technology Process of (2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate

There total 10 articles about (2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-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: 93.0%

: 1352212-85-1
(2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(phenylcarbamoyl)pyrrolidine-1-carboxylate

: 74-88-4
methyl iodide

: 1352212-86-2
(2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate

Guidance literature:: (2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(phenylcarbamoyl)pyrrolidine-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.25h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.10.010

Reference yield:

: 401564-17-8
(2S,4S)-1-(tert-butoxycarbonyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-2-carboxylic acid

: 1352212-86-2
(2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran / 20 h / 0 °C / Inert atmosphere; Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

3.2: 0.25 h / 0 °C / Inert atmosphere

With sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2011.10.010

Reference yield:

: C₁₈H₃₃NO₇Si

: 1352212-86-2
(2S,4S)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(N-methyl-N-phenylcarbamoyl)-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 20 h / 0 °C / Inert atmosphere; Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

2.2: 0.25 h / 0 °C / Inert atmosphere

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2011.10.010