(E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate

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Chemical Name:(E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate
CAS No.:882048-37-5
Molecular Formula:C₃₀H₅₂O₆Si₂
Molecular Weight:564.91
Hs Code.:

Synonyms:(E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate

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Chemical Property of (E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate

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Technology Process of (E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate

There total 1 articles about (E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate 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: 43.0%

: (Z)-ethyl 3-tributylstannyl-4-[(tetrahydro-2'H-pyran-2'-yl)oxy]-crotonate

: 161688-42-2
4-bromomethyl-1,2-bis(tert-butyl-dimethyl-silanyloxy)benzene

: 882048-37-5
(E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; In tetrahydrofuran; Heating;
DOI:10.1021/ol060019s

Reference yield: 90.0%

: 882048-37-5
(E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate

: 882048-23-9
(E)-3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-buten-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 20 ℃; for 6h;
DOI:10.1021/ol060019s

Reference yield:

: 882048-37-5
(E)-ethyl 3-(3',4'-di-tert-butyldimethylsilyloxy)benzyl-4-(tetrahydro-2'H-pyran-2'-yl)oxy-2-butenoate

: 3',4'-bis-O-tert-butyldimethylsilyl-N-(p-methoxyphenyl)-O-(tetrahydro-2''H-pyran-2''-yl)-N-trifluoroacetyl-α-vinyl-3',4'-dihydroxyphenylalaninol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / diisobutylaluminum hydride / tetrahydrofuran / 6 h / -78 - 20 °C

2: 82 percent / n-butyllithium / tetrahydrofuran; hexane / 5.5 h / -78 °C

3: 96 percent / PdCl₂(CH₃CN)2 / benzene / 20 °C

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