4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]

Base Information

Chemical Name:4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]
CAS No.:1373265-25-8
Molecular Formula:C₂₆H₃₅NO₄SSi
Molecular Weight:485.72
Hs Code.:

Synonyms:4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]

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Chemical Property of 4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]

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Technology Process of 4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]

There total 3 articles about 4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole] 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: 60.0%

: 1373263-74-1
2-(3-(benzyloxy)prop-1-yn-1-yl)-2-(((tert-butyldimethylsilyl)oxy)-methyl)-1-tosylaziridine

: 1373265-25-8
4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]

Guidance literature:: With Echavarren catalyst; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/jo300294r

Reference yield:

: 1373264-21-1
((5-(benzyloxy)-2-methylenepent-3-yn-1-yl)oxy)(tert-butyl)dimethylsilane

: 1373265-25-8
4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(acetonitrile)copper(I) perchlorate / acetonitrile / 20 °C / Molecular sieve; Ionic liquid

2: Echavarren catalyst / dichloromethane / 1 h / 0 - 20 °C

With tetrakis(acetonitrile)copper(I) perchlorate; Echavarren catalyst; In dichloromethane; acetonitrile;
DOI:10.1021/jo300294r

Reference yield:

: 147455-22-9
1-(tert-butyldimethylsilyloxy)-2-iodoprop-2-ene

: 1373265-25-8
4'-(((tert-butyldimethylsilyl)oxy)methyl)-1'-tosyl-1',5'-dihydrospiro[isochroman-4,2'-pyrrole]

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / tetrahydrofuran / 50 °C / Inert atmosphere

2: tetrakis(acetonitrile)copper(I) perchlorate / acetonitrile / 20 °C / Molecular sieve; Ionic liquid

3: Echavarren catalyst / dichloromethane / 1 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(acetonitrile)copper(I) perchlorate; Echavarren catalyst; diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Sonogashira coupling;
DOI:10.1021/jo300294r