methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate

Base Information

Chemical Name:methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate
CAS No.:197726-60-6
Molecular Formula:C₃₂H₅₁NO₅
Molecular Weight:529.761
Hs Code.:

Synonyms:methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate

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Chemical Property of methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate

Chemical Property:

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Technology Process of methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate

There total 11 articles about methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate 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

: 197726-60-6
methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate

Guidance literature:: Multi-step reaction with 10 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: 100 percent / Dowex 50W*8 (H⁺ form) / benzene; tetrahydrofuran / 2 h / Heating

4: 1.) ethyl chloroformate, Et₃N / 1.) THF, -15 deg C, 15 min, 2.) THF, a) -10 deg C, 10 min, b) 25 deg C, 30 min

5: 166 g / aq. NaOH / ethanol / 1 h / Heating

6: 73 percent / H₂SO₄ / 16 h / Heating

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

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

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

10: 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 hydroxide; oxalyl dichloride; Dowex 50W*8 (H⁺ form); sulfuric acid; hydrogen; pyridine hydrochloride; chloroformic acid ethyl ester; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; benzene;
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

: 197726-60-6
methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate

Guidance literature:: Multi-step reaction with 12 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: 100 percent / Dowex 50W*8 (H⁺ form) / benzene; tetrahydrofuran / 2 h / Heating

6: 1.) ethyl chloroformate, Et₃N / 1.) THF, -15 deg C, 15 min, 2.) THF, a) -10 deg C, 10 min, b) 25 deg C, 30 min

7: 166 g / aq. NaOH / ethanol / 1 h / Heating

8: 73 percent / H₂SO₄ / 16 h / Heating

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

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

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

12: 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 hydroxide; sodium tetrahydroborate; oxalyl dichloride; Dowex 50W*8 (H⁺ form); sulfuric acid; hydrogen; pyridine hydrochloride; chloroformic acid ethyl ester; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; benzene;
DOI:10.1016/S0968-0896(97)00090-4

Reference yield:

: 134577-94-9
5-(3,4-dihydrocoumarin-6-yl)valeric acid

: 197726-60-6
methyl-3-{5-[4-(dimethylaminocarbonyl)butyl]-2-(7-oxo-5E-pentadecenyloxy)phenyl}propanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) ethyl chloroformate, Et₃N / 1.) THF, -15 deg C, 15 min, 2.) THF, a) -10 deg C, 10 min, b) 25 deg C, 30 min

2: 166 g / aq. NaOH / ethanol / 1 h / Heating

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