butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

Base Information

Chemical Name:butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate
CAS No.:1365533-61-4
Molecular Formula:C₂₈H₄₁NO₅SSi
Molecular Weight:531.789
Hs Code.:

Synonyms:butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

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Chemical Property of butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

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Technology Process of butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

There total 5 articles about butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-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:

: 141-32-2,9003-49-0
acrylic acid n-butyl ester

: 1365533-60-3
(S)-N-(2-((tert-butyldimethylsilyl)oxy)-1-(2-iodophenyl)ethyl)-p-toluenesulfonamide

: 1365533-68-1
butyl 2-((1R,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

: 1365533-61-4
butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

Guidance literature:: With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 110 ℃; for 16h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tetlet.2012.01.037

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1365533-68-1
butyl 2-((1R,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

: 1365533-61-4
butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 16 h / 20 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 16 h / 0 - 20 °C

2.2: 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

4.1: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 16 h / 110 °C

With 1H-imidazole; sodium tetrahydroborate; palladium diacetate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 4.1: domino Heck-aza-Michael reaction;
DOI:10.1016/j.tetlet.2012.01.037

Reference yield:

: 1270293-83-8
(S)-(+)-2-(2-iodophenyl)glycine methyl ester

: 1365533-68-1
butyl 2-((1R,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

: 1365533-61-4
butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosylisoindolin-1-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 16 h / 20 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 16 h / 0 - 20 °C

2.2: 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

4.1: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 16 h / 110 °C

With 1H-imidazole; sodium tetrahydroborate; palladium diacetate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 4.1: domino Heck-aza-Michael reaction;
DOI:10.1016/j.tetlet.2012.01.037