ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate

Base Information

Chemical Name:ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate
CAS No.:1450740-47-2
Molecular Formula:C₂₁H₃₀O₄Si
Molecular Weight:374.552
Hs Code.:

Synonyms:ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate

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Chemical Property of ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate

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Technology Process of ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate

There total 2 articles about ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate 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: 94.0%

: 20511-03-9,22214-29-5
4-(3’-hydroxyphenyl)-3(E)-buten-2-one

: 623-47-2
propynoic acid ethyl ester

: 1450740-47-2
ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate

Guidance literature:: propynoic acid ethyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

4-(3’-hydroxyphenyl)-3(E)-buten-2-one; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2013.06.044

Reference yield:

: 100-83-4
meta-hydroxybenzaldehyde

: 1450740-47-2
ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: morpholin-4-ium 2,2,2-trifluoroacetate / 80 °C / Sealed tube

2.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With morpholin-4-ium 2,2,2-trifluoroacetate; lithium diisopropyl amide; In tetrahydrofuran; 1.1: |Aldol Condensation;
DOI:10.1016/j.bmc.2013.06.044

Reference yield: 82.0%

: 1450740-47-2
ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate

: 1450740-34-7
5-[(E)-2-(3-hydroxyphenyl)ethenyl]-5-methyl-2,5-dihydrofuran-2-one

Guidance literature:: ethyl (5E)-6-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-4-hydroxy-4-methylhex-5-en-2-ynoate; With quinoline; hydrogen; In methanol; at 20 ℃; for 3h;

With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.06.044