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

Base Information

Chemical Name:(S(S),2R,2'R)-methyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate
CAS No.:1365548-29-3
Molecular Formula:C₂₇H₂₈N₂O₃S
Molecular Weight:460.597
Hs Code.:

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

There total 3 articles about (S(S),2R,2'R)-methyl 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: 83.0%

: 1365548-20-4
(S(S),2R,3R)-methyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate

: 1365548-29-3
(S(S),2R,2'R)-methyl 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:

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

: 81167-39-7
methyl N-(diphenylmethylene)glycinate

: 1365548-29-3
(S(S),2R,2'R)-methyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.25 h / -78 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 48 h / 20 °C / Reflux

With potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; acetone; 1.2: Mannich type reaction;
DOI:10.1039/c2ob06637h

Reference yield:

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

: 1365548-29-3
(S(S),2R,2'R)-methyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfinyl)aziridin-2-yl]acetate

Guidance literature:: Multi-step reaction with 3 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: 0.25 h / -78 °C / Inert atmosphere

3.1: potassium carbonate / acetone / 48 h / 20 °C / Reflux

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