N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide
CAS No.:1428766-64-6
Molecular Formula:C₁₈H₂₁BrN₂O₂S
Molecular Weight:409.347
Hs Code.:

Synonyms:N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide

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Chemical Property of N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide

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Technology Process of N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide

There total 8 articles about N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide 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: 90.0%

: 1428766-60-2
[2-bromomethyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-benzylamine

: 1428766-64-6
N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 2h; Reflux;
DOI:10.1016/j.tet.2013.02.065

Reference yield: 10.0%

: 1428766-59-9
2-bromomethyl-1-tosylaziridine-2-carboxaldehyde

: 100-46-9
benzylamine

: 1428766-64-6
N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide

Guidance literature:: 2-bromomethyl-1-tosylaziridine-2-carboxaldehyde; benzylamine; With acetic acid; In methanol; at 50 ℃; for 4h;

With sodium cyanoborohydride; In methanol; for 15h; regioselective reaction; Reflux;
DOI:10.1016/j.tet.2013.02.065

Reference yield:

: 18303-04-3
N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

: 1428766-64-6
N-[1-benzyl-2-(bromomethyl)aziridin-2-ylmethyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

3.1: bromine / dichloromethane / 24 h / 0 - 20 °C

4.1: potassium carbonate / acetonitrile / 2 h / 60 °C

5.1: lithium aluminium tetrahydride / diethyl ether / 1 h / -78 °C

6.1: acetic acid / methanol / 4 h / 50 °C

6.2: 15 h / Reflux

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; bromine; potassium carbonate; acetic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; 1.1: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.02.065