4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone

Base Information

Chemical Name:4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone
CAS No.:142396-19-8
Molecular Formula:C₂₇H₃₈O₄Si
Molecular Weight:454.682
Hs Code.:

Synonyms:4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone

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Chemical Property of 4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone

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Technology Process of 4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone

There total 8 articles about 4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone 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%

: 142396-18-7
8-<(tert-butyldimethylsilyl)oxy>-8-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-1,4-dioxaspiro<4.5>decane

: 142396-19-8
4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone

Guidance literature:: With trifluoroacetic acid; In chloroform; for 48h; Ambient temperature;

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 142396-19-8
4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1) n-BuLi / 1) THF, hexane, -80 deg C, 30 min, 2a) THF, -30 to -20 deg C, 1h, 2b) RT, 14h

2: 82 percent / NEt₃ / CH₂Cl₂ / 1) 0 deg C, 15 min, 2) 2.5h, RT

3: 94 percent / 35percent aq. TFA / CHCl₃ / 48 h / Ambient temperature

With n-butyllithium; triethylamine; trifluoroacetic acid; In dichloromethane; chloroform;

Reference yield:

: 18857-03-9
4-methoxy-but-2-yn-1-ol

: 142396-19-8
4-<(tert-butyldimethylsilyl)oxy>-4-<7-methoxy-3-(4-methoxyphenyl)hepta-1,5-diynyl>-cyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / PBr₃, pyridine / diethyl ether / 1) -20 to 25 deg C, 2h, 2) 20 min, reflux

2: 1) LDA / 1) THF, HMPT, -80 deg C, 10-15 min, 2) THF, -80 to 0 deg C, 4h

3: 82 percent / DIBAL / diethyl ether; hexane / 1) -80 deg C, 3h, 2) -80 to -20 deg C

4: 86 percent / PPh₃ / CH₂Cl₂ / 0.58 h / 0 °C

5: 1) n-BuLi / 1) THF, hexane, -80 deg C, 30 min, 2a) THF, -30 to -20 deg C, 1h, 2b) RT, 14h

6: 82 percent / NEt₃ / CH₂Cl₂ / 1) 0 deg C, 15 min, 2) 2.5h, RT

7: 94 percent / 35percent aq. TFA / CHCl₃ / 48 h / Ambient temperature

With pyridine; n-butyllithium; phosphorus tribromide; diisobutylaluminium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; In diethyl ether; hexane; dichloromethane; chloroform;