(E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil

Base Information

Chemical Name:(E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil
CAS No.:940293-02-7
Molecular Formula:C₂₀H₂₆BrFN₂O₃Si
Molecular Weight:469.426
Hs Code.:

Synonyms:(E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil

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Technology Process of (E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil

There total 6 articles about (E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil 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: 34.0%

: 940292-99-9
(E)-tert-butyl-(3,4-dibromo-2-phenyl-but-2-enyloxy)-dimethylsilane

: 51-21-8
5-fluorouracil

: 940293-02-7
(E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1080/15257770600793877

Reference yield:

: 736156-58-4
(E)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-but-2-en-1-ol

: 940293-02-7
(E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 4 h / 20 °C

2: 34 percent / NaH / dimethylformamide / 20 °C

With N-Bromosuccinimide; sodium hydride; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/15257770600793877

Reference yield:

: 940292-95-5
(Z)-4-(t-butyldimethylsilyloxy)-3-phenyl-but-2-enoic acid ethyl ester

: 940293-02-7
(E)-1-[2-bromo-4-(tert-butyldimethylsilanyloxy)-3-phenyl-but-2-enyl]-5-fluorouracil

Guidance literature:: Multi-step reaction with 5 steps

1: 54 percent / Br₂; Et₃N / CCl₄ / 5 h / 0 °C

2: 65 percent / K₂CO₃ / dimethylformamide

3: 96 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / -20 °C

4: 59 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 4 h / 20 °C

5: 34 percent / NaH / dimethylformamide / 20 °C

With N-Bromosuccinimide; bromine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrachloromethane; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/15257770600793877