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

Base Information

Chemical Name:(R)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethynyl)oxazolidine-3-carboxylate
CAS No.:1350542-00-5
Molecular Formula:C₂₇H₃₀N₂O₅S
Molecular Weight:494.612
Hs Code.:

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

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

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

There total 5 articles about (R)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethynyl)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: 66.2%

: 162107-48-4
tert-butyl (R)-4-ethynyl-2,2-dimethyloxazolidine-3-carboxylate

: 170456-80-1
3-iodo-1-tosyl-1-indole

: 1350542-00-5
(R)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethynyl)oxazolidine-3-carboxylate

Guidance literature:: With palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; at 65 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2011.10.055

Reference yield:

: 103529-16-4
2-[(trimethylsilyl)ethynyl]aniline

: 1350542-00-5
(R)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethynyl)oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / tetrahydrofuran

2: iodine; potassium carbonate / acetonitrile

3: tetrabutyl ammonium fluoride / tetrahydrofuran

4: palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride / 4 h / 65 °C / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; iodine; palladium diacetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tet.2011.10.055

Reference yield:

: 615-43-0
2-iodophenylamine

: 1350542-00-5
(R)-tert-butyl 2,2-dimethyl-4-(2-(1-tosyl-1H-indol-3-yl)ethynyl)oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) chloride

2: pyridine / tetrahydrofuran

3: iodine; potassium carbonate / acetonitrile

4: tetrabutyl ammonium fluoride / tetrahydrofuran

5: palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride / 4 h / 65 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride; iodine; palladium diacetate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; acetonitrile; 1: Sonogashira coupling;
DOI:10.1016/j.tet.2011.10.055