tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate
CAS No.:1339960-71-2
Molecular Formula:C₂₆H₃₀N₄O₄
Molecular Weight:462.549
Hs Code.:

Synonyms:tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate

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Chemical Property of tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate

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Technology Process of tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate

There total 5 articles about tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-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: 83.0%

: 1339960-69-8
tert-butyl (R)-4-[(1S,3S)-3-azido-1,3-dihydroisobenzofuran-1-yl]-2,2-dimethyloxazolidine-3-carboxylate

: 536-74-3
phenylacetylene

: 1339960-71-2
tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate

Guidance literature:: With tris(triphenylphosphine) copper(I) bromide; In toluene; at 60 ℃;
DOI:10.1055/s-0030-1260069

Reference yield:

: 1339960-58-5
tert-butyl (4R)-4-[(1S)-3-hydroxy-1,3-dihydroisobenzofuran-1-yl]-2,2-dimethyloxazolidine-3-carboxylate

: 1339960-71-2
tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilylazide; boron trifluoride diethyl etherate / dichloromethane / -78 °C

2: tris(triphenylphosphine) copper(I) bromide / toluene / 60 °C

With tris(triphenylphosphine) copper(I) bromide; trimethylsilylazide; boron trifluoride diethyl etherate; In dichloromethane; toluene; 2: Huisgen cycloaddition;
DOI:10.1055/s-0030-1260069

Reference yield:

: 871725-95-0
bromo[2-(1,3-dioxan-2-yl)phenyl]magnesium

: 1339960-71-2
tert-butyl (R)-2,2-dimethyl-4-[(1S,3S)-3-(4-phenyl-1H-1,2,3-triazol-1-yl)-1,3-dihydroisobenzofuran-1-yl]oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / -78 °C

2: hydrogenchloride; water / tetrahydrofuran / 5 h / 20 °C

3: trimethylsilylazide; boron trifluoride diethyl etherate / dichloromethane / -78 °C

4: tris(triphenylphosphine) copper(I) bromide / toluene / 60 °C

With hydrogenchloride; tris(triphenylphosphine) copper(I) bromide; trimethylsilylazide; boron trifluoride diethyl etherate; water; In tetrahydrofuran; dichloromethane; toluene; 4: Huisgen cycloaddition;
DOI:10.1055/s-0030-1260069