3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

Base Information

Chemical Name:3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide
CAS No.:1291082-46-6
Molecular Formula:C₁₄H₂₀N₂O₄
Molecular Weight:280.324
Hs Code.:

Synonyms:3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

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Chemical Property of 3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

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Technology Process of 3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

There total 1 articles about 3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide 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: 92.0%

: 1291082-45-5
6-(4-methoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1291082-46-6
3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

Guidance literature:: N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In dichloromethane; toluene; at -10 - 20 ℃; for 0.5h; Inert atmosphere;

6-(4-methoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one; In dichloromethane; toluene; at -10 - 20 ℃; for 2h;
DOI:10.1016/j.tet.2011.02.019

Reference yield: 84.0%

: 1291082-46-6
3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

: 69739-34-0
t-butyldimethylsiyl triflate

: 1291082-47-7
3-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2011.02.019

Reference yield:

: 1291082-46-6
3-(hydroxymethyl)-N-methoxy-1-(4-methoxybenzyl)-N-methylaziridine-2-carboxamide

: (RS)-1-((2SR,3RS)-3-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)aziridin-2-yl)pentadec-2-ynyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h

3.1: sodium tetrahydroborate; zinc(II) chloride / methanol / 1 h / -78 °C

4.1: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; triethylamine; zinc(II) chloride; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1016/j.tet.2011.02.019