methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

Base Information

Chemical Name:methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate
CAS No.:127461-72-7
Molecular Formula:C₁₈H₂₆O₇
Molecular Weight:354.4
Hs Code.:

Synonyms:methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

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Chemical Property of methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

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Technology Process of methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

There total 7 articles about methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate 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: 84.0%

: 132777-39-0
methyl 7-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

: 127461-72-7
methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃; for 0.333333h;
DOI:10.1021/jo00008a049

Reference yield:

: 120743-99-9
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

: 127461-72-7
methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1) n-BuLi / 1) THF, -76 deg C, 10 min, 2) THF, 1 h

2: 90 percent / diisopropylethyl amine / CH₂Cl₂ / 3.5 h / 23 °C

3: 92 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

4: 97 percent / pyridine / a) 0 deg C, 15 min, b) 20 min

5: 1) NaH, n-BuLi / 1) THF, 0 deg C, 10 min, 2) THF, 0 deg C, 1 h

6: 84 percent / (n-Bu)4NF / tetrahydrofuran / 0.33 h / 23 °C

With pyridine; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00008a049

Reference yield:

: 132777-16-3
tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate

: 127461-72-7
methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / diisopropylethyl amine / CH₂Cl₂ / 3.5 h / 23 °C

2: 92 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

3: 97 percent / pyridine / a) 0 deg C, 15 min, b) 20 min

4: 1) NaH, n-BuLi / 1) THF, 0 deg C, 10 min, 2) THF, 0 deg C, 1 h

5: 84 percent / (n-Bu)4NF / tetrahydrofuran / 0.33 h / 23 °C

With pyridine; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00008a049