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

Base Information

Chemical Name:(S(S),2S,3R)-ethyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate
CAS No.:1365548-18-0
Molecular Formula:C₂₈H₃₁ClN₂O₃S
Molecular Weight:511.085
Hs Code.:

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

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

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

There total 2 articles about (S(S),2S,3R)-ethyl 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:

: 69555-14-2
ethyl N-diphenylmethylene glycine

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

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

: 1365548-18-0
(S(S),2S,3R)-ethyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate

Guidance literature:: ethyl N-diphenylmethylene glycine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

(S_S)-α-chloro-N-p-toluenesulfinyl isobutyraldimine; In tetrahydrofuran; hexane; at -90 ℃; for 0.0833333h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c2ob06637h

Reference yield:

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

: 1365548-18-0
(S(S),2S,3R)-ethyl 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: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 0.08 h / -90 °C / Inert atmosphere

With titanium(IV) tetraethanolate; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 2.2: Mannich type reaction;
DOI:10.1039/c2ob06637h