(S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

Base Information

Chemical Name:(S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate
CAS No.:1365548-24-8
Molecular Formula:C₂₈H₃₀N₂O₃S
Molecular Weight:474.624
Hs Code.:

Synonyms:(S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

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Chemical Property of (S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

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Technology Process of (S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

There total 5 articles about (S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate 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: 99.0%

: 1365548-17-9
(S(S),2R,3R)-ethyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate

: 1365548-24-8
(S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

Guidance literature:: With potassium carbonate; In acetone; at 20 ℃; for 48h; diastereoselective reaction; Reflux;
DOI:10.1039/c2ob06637h

Reference yield: 72.0%

: 69555-14-2
ethyl N-diphenylmethylene glycine

: 1365547-75-6
(S_S)-α-chloro-N-p-toluenesulfinyl isobutyraldimine

: 1365548-24-8
(S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

Guidance literature:: ethyl N-diphenylmethylene glycine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

(S_S)-α-chloro-N-p-toluenesulfinyl isobutyraldimine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.25h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c2ob06637h

Reference yield:

: 188447-91-8
(S)-p-toluenesulfinimide

: 1365548-24-8
(S(S),2R,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / 18 h / 20 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 2.25 h / -78 - 20 °C / Inert atmosphere

With titanium(IV) tetraethanolate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 2.2: Mannich type reaction;
DOI:10.1039/c2ob06637h