(E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate

Base Information

Chemical Name:(E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate
CAS No.:1636158-13-8
Molecular Formula:C₃₄H₄₁NO₇SSi
Molecular Weight:635.854
Hs Code.:

Synonyms:(E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate

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Chemical Property of (E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate

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Technology Process of (E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate

There total 2 articles about (E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate 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:

: 4392-24-9
Cinnamyl bromide

: 409093-33-0
N-[4-(tert-butyl-dimethyl-silanyloxy)-2-formyl-phenyl]-4-methyl-benzenesulfonamide

: 1636158-13-8
(E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 6 h / 20 °C

2.1: piperidine; acetic acid / toluene / 48 h / Reflux

With piperidine; potassium carbonate; acetic acid; In N,N-dimethyl-formamide; toluene;
DOI:10.1002/adsc.201400020

Reference yield:

: 1636157-95-3
C₂₉H₃₅NO₄SSi

: 108-59-8
malonic acid dimethyl ester

: 1636158-13-8
(E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate

Guidance literature:: With piperidine; acetic acid; In toluene; for 48h; Reflux;
DOI:10.1002/adsc.201400020

Reference yield: 90.0%

: 1636158-13-8
(E)-dimethyl 2-{5-[(tert-butyldimethylsilyl)oxy]-2-(N-cinnamyl-4-methylphenylsulfonamido)benzylidene}malonate

: dimethyl 7-[(tert-butyldimethylsilyl)oxy]-2-phenyl-4-tosyl-2,2a,3,4-tetrahydrocyclobuta[c]quinoline-1,1(8bH)-dicarboxylate

Guidance literature:: With scandium tris(trifluoromethanesulfonate); In dichloromethane; for 41h; diastereoselective reaction; Reflux;
DOI:10.1002/adsc.201400020