methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate

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Chemical Name:methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate
CAS No.:156093-09-3
Molecular Formula:C₂₅H₃₄O₃Si
Molecular Weight:410.629
Hs Code.:

Synonyms:methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate

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Chemical Property of methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate

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Technology Process of methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate

There total 3 articles about methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-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: 83.0%

: 61362-77-4
5-[tert-butyldimethylsilyloxy]pent-1-yne

: 156093-08-2
methyl 2(E)-7-(2-iodophenyl)hept-2-ene-6-ynoate

: 156093-09-3
methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In benzene; at 40 ℃;
DOI:10.1016/S0040-4020(01)85004-3

Reference yield:

: 150723-26-5
2-(5-hydroxy-1-pentynyl)-1-iodobenzene

: 156093-09-3
methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / PCC, celite / CH₂Cl₂ / 1.5 h

2: 96 percent / DBU, LiCl / acetonitrile / 0.17 h / Ambient temperature

3: 83 percent / (PPh₃)4Pd, CuI, Et₃N / benzene / 40 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Celite; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; pyridinium chlorochromate; lithium chloride; In dichloromethane; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)85004-3

Reference yield:

: 156093-07-1
5-(2-iodophenyl)-4-pentynal

: 156093-09-3
methyl 2(E)-7-(2-1-tert-butyldimethylsilyloxy-(4-pentyn-1-oxo-5-yl)phenyl)hept-2-ene-6-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / DBU, LiCl / acetonitrile / 0.17 h / Ambient temperature

2: 83 percent / (PPh₃)4Pd, CuI, Et₃N / benzene / 40 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; In acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)85004-3