ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate

Base Information

• Chemical Name: ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate
• CAS No.: 250602-95-0
• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.434
• Mol file: 250602-95-0.mol

Synonyms:ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate

Chemical Property of ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate

There total 6 articles about ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate 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:

6-[4-(tert-butyl-dimethyl-silanyloxy)-benzyloxyimino]-6-phenyl-hexanoic acid ethyl ester → ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate (250602-95-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1248/cpb.51.138

Reference yield:

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde (120743-99-9) → ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate (250602-95-0)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₄ / tetrahydrofuran; methanol / 0.5 h / 0 °C

2: 43 percent / DEAD; PPh₃ / 18 h / 20 °C

3: hydrazine monohydrate / tetrahydrofuran; ethanol / 1 h / 60 °C

4: acetic acid; sodium acetate / ethanol / 18 h / Heating

5: tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 1 h / 20 °C

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium acetate; hydrazine hydrate; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; 2: Mitsunobu reaction;

DOI:10.1248/cpb.51.138

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → ethyl (E)-6-[(4-hydroxybenzyloxy)imino]-6-phenylhexanoate (250602-95-0)

Guidance literature:

Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / 1.5 h / 20 °C

2: NaBH₄ / tetrahydrofuran; methanol / 0.5 h / 0 °C

3: 43 percent / DEAD; PPh₃ / 18 h / 20 °C

4: hydrazine monohydrate / tetrahydrofuran; ethanol / 1 h / 60 °C

5: acetic acid; sodium acetate / ethanol / 18 h / Heating

6: tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium acetate; hydrazine hydrate; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; 3: Mitsunobu reaction;

DOI:10.1248/cpb.51.138

upstream raw materials:

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

4-hydroxy-benzaldehyde

(4-((tert-butyldimethylsilyl)oxy)phenyl)methanol

O-[[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]methyl]hydroxylamine

Downstream raw materials:

ethyl (E)-6-(4-{[5-methyl-2-(2-thienyl)-1,3-oxazol-4-yl]methoxy}benzyloxyimino)-6-phenylhexanoate

ethyl (E)-6-(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzyloxyimino)-6-phenylhexanoate