(2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

Base Information

Chemical Name:(2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone
CAS No.:308365-75-5
Molecular Formula:C₁₇H₁₇NO₄S
Molecular Weight:331.392
Hs Code.:

Synonyms:(2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

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Chemical Property of (2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

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Technology Process of (2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

There total 5 articles about (2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone 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: 75.0%

: 308365-73-3
(2-Methoxymethoxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

: 308365-75-5
(2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

Guidance literature:: With perchloric acid; In ethanol; for 0.75h; Heating;
DOI:10.1055/s-2000-7101

Reference yield:

: 824-91-9
O-methoxymethylphenol

: 308365-75-5
(2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuLi / pentane; tetrahydrofuran / 3 h / 0 °C

1.2: 36 percent / tetrahydrofuran; pentane / 0.17 h / 0 °C

2.1: 75 percent / aq. HClO₄ / ethanol / 0.75 h / Heating

With perchloric acid; tert.-butyl lithium; In tetrahydrofuran; ethanol; pentane; 1.1: Metallation / 1.2: Substitution / 2.1: Substitution;
DOI:10.1055/s-2000-7101

Reference yield:

: 34235-88-6
(2S,3S)-3-hydroxy-2-(4-methylphenylsulfonamido)butanoic acid

: 308365-75-5
(2-Hydroxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 59 percent / DCC; DMAP; Et₃N / CH₂Cl₂ / 15 h / 20 °C

2.1: 93 percent / PPh₃; DEAD / CH₂Cl₂ / 15 h / 20 °C

3.1: t-BuLi / pentane; tetrahydrofuran / 3 h / 0 °C

3.2: 36 percent / tetrahydrofuran; pentane / 0.17 h / 0 °C

4.1: 75 percent / aq. HClO₄ / ethanol / 0.75 h / Heating

With dmap; perchloric acid; tert.-butyl lithium; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; pentane; 1.1: Acylation / 2.1: Cyclization / 3.1: Metallation / 3.2: Substitution / 4.1: Substitution;
DOI:10.1055/s-2000-7101