methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate

Base Information

Chemical Name:methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate
CAS No.:197725-85-2
Molecular Formula:C₃₁H₄₈O₆
Molecular Weight:516.719
Hs Code.:

Synonyms:methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate

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Chemical Property of methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate

Chemical Property:

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Technology Process of methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate

There total 8 articles about methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate 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:

: 197726-55-9
methyl-5-{4-methoxy-3-[2-(methoxycarbonyl)ethyl]phenyl}-4E-pentenoate

: 197725-85-2
methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 25 °C / 760 Torr

2: 100 percent / pyridine hydrochloride / 4 h / 180 °C

3: 73 percent / H₂SO₄ / 16 h / Heating

4: 1.) NaH / 1.) DMF, a) 0 deg C, 10 min, b) 25 deg C, 30 min, 2.) DMF, 75 deg C, 1 h

5: p-TsOH*H₂O / methanol / 0.5 h / 45 °C

6: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 5 min

7: 1.) NaH / 1.) THF, a) 0 deg C, 10 min, b) 25 deg C, 30 min, 2.) THF, 25 deg C, 1 h

With oxalyl dichloride; sulfuric acid; hydrogen; pyridine hydrochloride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; ethanol;
DOI:10.1016/S0968-0896(97)00090-4

Reference yield:

: 134577-92-7
5-[4-methoxy-3-(2-methoxycarbonylethyl)-phenyl]-5-oxo-pentanoic acid methyl ester

: 197725-85-2
methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate

Guidance literature:: Multi-step reaction with 9 steps

1: 84 percent / NaBH₄ / methanol / 0.25 h / 0 °C

2: 90 percent / DMSO / 0.5 h / 180 °C

3: 94 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 25 °C / 760 Torr

4: 100 percent / pyridine hydrochloride / 4 h / 180 °C

5: 73 percent / H₂SO₄ / 16 h / Heating

6: 1.) NaH / 1.) DMF, a) 0 deg C, 10 min, b) 25 deg C, 30 min, 2.) DMF, 75 deg C, 1 h

7: p-TsOH*H₂O / methanol / 0.5 h / 45 °C

8: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 5 min

9: 1.) NaH / 1.) THF, a) 0 deg C, 10 min, b) 25 deg C, 30 min, 2.) THF, 25 deg C, 1 h

With sodium tetrahydroborate; oxalyl dichloride; sulfuric acid; hydrogen; pyridine hydrochloride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; ethanol;
DOI:10.1016/S0968-0896(97)00090-4

Reference yield:

: 134577-93-8
5-[3-(2-carboxyethyl)-4-hydroxyphenyl]pentanoic acid

: 197725-85-2
methyl-5-{3-[2-(methoxycarbonyl)ethyl]-4-(7-oxo-5E-pentadecenyloxy)phenyl}pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / H₂SO₄ / 16 h / Heating

2: 1.) NaH / 1.) DMF, a) 0 deg C, 10 min, b) 25 deg C, 30 min, 2.) DMF, 75 deg C, 1 h

3: p-TsOH*H₂O / methanol / 0.5 h / 45 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 5 min

5: 1.) NaH / 1.) THF, a) 0 deg C, 10 min, b) 25 deg C, 30 min, 2.) THF, 25 deg C, 1 h

With oxalyl dichloride; sulfuric acid; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In methanol;
DOI:10.1016/S0968-0896(97)00090-4