6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine

Base Information

Chemical Name:6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine
CAS No.:1387561-14-9
Molecular Formula:C₂₀H₂₅BrFN₃O₄SSi
Molecular Weight:530.49
Hs Code.:

Synonyms:6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine

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Chemical Property of 6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine

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Technology Process of 6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine

There total 8 articles about 6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine 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%

: 1387561-13-8
(R)-N-(2-(6-bromo-3-fluoro-4-(triethylsilyl)pyridin-2-yl)-2-hydroxypropyl)-4-nitrobenzenesulfonamide

: 1387561-14-9
6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 4 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.1c01300

Reference yield:

: 1387561-12-7
(R)-1-amino-2-(6-bromo-3-fluoro-4-triethylsilanylpyridin-2-yl)propan-2-ol hydrochloride

: 1387561-14-9
6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 1 h / 4 - 20 °C / Inert atmosphere

With sodium hydrogencarbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; water; toluene;
DOI:10.1021/acs.jmedchem.1c01300

Reference yield:

: 994-30-9
triethylsilyl chloride

: 1387561-14-9
6-bromo-3-fluoro-2-[(2S)-2-methyl-1-(4-nitrobenzenesulfonyl)aziridin-2-yl]-4-triethylsilanylpyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -75 °C / Inert atmosphere

1.2: -75 - -15 °C / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1.17 h / -75 °C / Inert atmosphere

2.2: 0.25 h / -57 °C / Inert atmosphere

3.1: tetrabutoxytitanium; (S)‐N‐(1‐hydroxymethylisobutyl)(3,5‐di‐tert‐butylsalicylidene); water / dichloromethane / 48 h / 20 °C / Inert atmosphere

4.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

4.2: Inert atmosphere

5.1: sodium hydrogencarbonate / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 1 h / 4 - 20 °C / Inert atmosphere

With tetrabutoxytitanium; n-butyllithium; (S)‐N‐(1‐hydroxymethylisobutyl)(3,5‐di‐tert‐butylsalicylidene); dimethylsulfide borane complex; water; sodium hydrogencarbonate; diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; toluene;
DOI:10.1021/acs.jmedchem.1c01300