(S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate
CAS No.:1350542-15-2
Molecular Formula:C₂₇H₃₄N₂O₅S
Molecular Weight:498.643
Hs Code.:

Synonyms:(S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate

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Chemical Property of (S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate

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Technology Process of (S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate

There total 3 articles about (S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-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: 80.0%

: 1350542-14-1
(S)-tert-butyl 4-(2-(2-(tert-butyldimethylsilyl)-1-tosyl-1H-indol-3-yl)ethyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1350542-15-2
(S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.10.055

Reference yield:

: 1350542-06-1
(S)-tert-butyl 4-(4-(tert-butyldimethylsilyl)but-3-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1350542-15-2
(S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: palladium diacetate; sodium carbonate; lithium chloride / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; palladium diacetate; sodium carbonate; lithium chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.10.055

Reference yield:

: 1350542-20-9
(S)-tert-butyl 4-(but-3-yn-1-yl)-2,2-dimethyloxazolidine-3-carboxylate

: 1350542-15-2
(S)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethyl)oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

1.2: -78 - 25 °C / Inert atmosphere

2.1: palladium diacetate; sodium carbonate; lithium chloride / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; tetrabutyl ammonium fluoride; palladium diacetate; sodium carbonate; lithium chloride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.10.055