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

Base Information

Chemical Name:(S(S),2R,3R)-methyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate
CAS No.:1365548-20-4
Molecular Formula:C₂₇H₂₉ClN₂O₃S
Molecular Weight:497.058
Hs Code.:

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

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Chemical Property of (S(S),2R,3R)-methyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate

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Technology Process of (S(S),2R,3R)-methyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate

There total 2 articles about (S(S),2R,3R)-methyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate 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: 86.0%

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

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

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

Guidance literature:: methyl N-(diphenylmethylene)glycinate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

(S_S)-α-chloro-N-p-toluenesulfinyl isobutyraldimine; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c2ob06637h

Reference yield:

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

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

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: 0.25 h / -78 °C / Inert atmosphere

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