3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol

Base Information

Chemical Name:3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol
CAS No.:882048-55-7
Molecular Formula:C₃₁H₄₂F₃NO₅Si
Molecular Weight:593.759
Hs Code.:

Synonyms:3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol

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Chemical Property of 3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol

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Technology Process of 3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol

There total 4 articles about 3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol 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: 83.0%

: (E)-3-(3'-tert-butyldimethylsilyloxy)-benzyl-4-[(tetrahydro-2'H-pyran-2'-yl)oxy]-2-buten-1-yl N-(p-methoxyphenyl)-trifluoroacetimidate

: 882048-55-7
3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In benzene; at 20 ℃; for 13.5h;
DOI:10.1021/ol060019s

Reference yield:

: 882048-19-3
(E)-3-(3'-tert-butyldimethylsilyloxy)-benzyl-4-O-(tetrahydro-2'H-pyran-2'-yl)-2-buten-1,4-diol

: 882048-55-7
3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / n-butyllithium / tetrahydrofuran / 5.5 h / -78 °C

2: 83 percent / PdCl₂(CH₃CN)2 / benzene / 13.5 h / 20 °C

With dichloro bis(acetonitrile) palladium(II); n-butyllithium; In tetrahydrofuran; benzene;
DOI:10.1021/ol060019s

Reference yield:

: (Z)-3-tributylstannyl-4-tetrahydro-2'H-pyran-2'-yl-2-buten-1,4-diol

: 882048-55-7
3'-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-m-tyrosinol

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / triphenylarsine; Pd₂dba3 / tetrahydrofuran / 6 h / Heating

2: 95 percent / n-butyllithium / tetrahydrofuran / 5.5 h / -78 °C

3: 83 percent / PdCl₂(CH₃CN)2 / benzene / 13.5 h / 20 °C

With dichloro bis(acetonitrile) palladium(II); tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; triphenyl-arsane; In tetrahydrofuran; benzene; 1: Stille coupling;
DOI:10.1021/ol060019s