butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

Base Information

Chemical Name:butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate
CAS No.:1365533-59-0
Molecular Formula:C₂₉H₄₃NO₅SSi
Molecular Weight:545.816
Hs Code.:

Synonyms:butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

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Chemical Property of butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

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Technology Process of butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

There total 5 articles about butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-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: 73.0%

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

: 1365533-55-6
(S)-N-(1-(2-bromophenyl)-3-((tert-butyldimethylsilyl)oxy)propan-2-yl)-p-toluenesulfonamide

: 1365533-59-0
butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

Guidance literature:: With palladium diacetate; potassium carbonate; triphenylphosphine; In toluene; at 110 ℃; for 16h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tetlet.2012.01.037

Reference yield:

: 938069-18-2
2-bromo-L-phenylalanine methyl ester

: 1365533-59-0
butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-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; potassium carbonate; triphenylphosphine / toluene / 16 h / 110 °C

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

Reference yield:

: C₁₆H₁₈BrNO₃S

: 1365533-59-0
butyl 2-((1S,3S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

Guidance literature:: Multi-step reaction with 2 steps

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

2: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / 110 °C

With 1H-imidazole; palladium diacetate; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; toluene; 2: domino Heck-aza-Michael reaction;
DOI:10.1016/j.tetlet.2012.01.037