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

Base Information

Chemical Name:(R)-tert-butyl 2,2-dimethyl-4-(2-(trimethylsilyl)-1-tosyl-1H-indol-3-yl)oxazolidine-3-carboxylate
CAS No.:1388663-87-3
Molecular Formula:C₂₈H₃₈N₂O₅SSi
Molecular Weight:542.772
Hs Code.:

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

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

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

There total 1 articles about (R)-tert-butyl 2,2-dimethyl-4-(2-(trimethylsilyl)-1-tosyl-1H-indol-3-yl)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: 64.0%

: 61613-20-5
N-tosyl-2-iodoaniline

: 173065-19-5
1,1-dimethyl (4R)-4-<(2-trimethylsilyl)-ethynyl>-2,2-dimethyl-3-oxazolidine carboxylate

: 1388663-87-3
(R)-tert-butyl 2,2-dimethyl-4-(2-(trimethylsilyl)-1-tosyl-1H-indol-3-yl)oxazolidine-3-carboxylate

Guidance literature:: With tetrabutyl-ammonium chloride; palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jo300708h

Reference yield: 82.0%

: 1388663-87-3
(R)-tert-butyl 2,2-dimethyl-4-(2-(trimethylsilyl)-1-tosyl-1H-indol-3-yl)oxazolidine-3-carboxylate

: 1388663-91-9
(R)-tert-butyl 2,2-dimethyl-4-(1-tosyl-1H-indol-3-yl)oxazolidine-3-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo300708h

Reference yield:

: 1388663-87-3
(R)-tert-butyl 2,2-dimethyl-4-(2-(trimethylsilyl)-1-tosyl-1H-indol-3-yl)oxazolidine-3-carboxylate

: 1388663-85-1
tert-butyl (R)-(methoxycarbonyl)(1-tosyl-1H-indol-3-yl)methylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

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

2: toluene-4-sulfonic acid / methanol / 2 h / 20 °C / Inert atmosphere

3: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 1.5 h / 20 °C / Inert atmosphere

5: diethyl ether / 0.17 h / 0 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo300708h