(R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

Base Information

Chemical Name:(R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate
CAS No.:1392480-27-1
Molecular Formula:C₁₈H₂₃NO₅
Molecular Weight:333.384
Hs Code.:

Synonyms:(R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

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Chemical Property of (R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

Chemical Property:

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Technology Process of (R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

There total 3 articles about (R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate 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:

: 51725-82-7
ethyl (2-methylbenzoyl)acetate

: 1392480-27-1
(R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

: (S)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt / tetrahydrofuran / 60 °C / Inert atmosphere

2: potassium carbonate; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea / toluene / 8 h / 0 °C / Inert atmosphere

With potassium carbonate; trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea; In tetrahydrofuran; toluene; 2: aza-Michael initiated ring-closure reaction;
DOI:10.1021/ol3017066

Reference yield:

: 1392480-15-7
ethyl 2-(2-methylbenzoyl)acrylate

: 105838-14-0
tert-butyl N-tosyloxycarbamate

: 1392480-27-1
(R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

: (S)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

Guidance literature:: With potassium carbonate; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea; In toluene; at 0 ℃; for 8h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol3017066

Reference yield:

: 36016-38-3
tert-Butyl N-hydroxycarbamate

: 1392480-27-1
(R)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

: (S)-1-tert-butyl 2-ethyl 2-(2-methylbenzoyl)aziridine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / -20 - 20 °C / Inert atmosphere

2: potassium carbonate; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea / toluene / 8 h / 0 °C / Inert atmosphere

With pyridine; potassium carbonate; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea; In dichloromethane; toluene; 2: aza-Michael initiated ring-closure reaction;
DOI:10.1021/ol3017066