3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Base Information

Chemical Name:3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester
CAS No.:637741-42-5
Molecular Formula:C₆₇H₉₀O₁₃
Molecular Weight:1103.44
Hs Code.:

3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Synonyms:3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

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Chemical Property of 3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

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Technology Process of 3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

There total 9 articles about 3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester 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: 85.0%

: 637741-41-4
(E)-3-{4-[(E)-(3S,4R,5S)-4-(4-Methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid (1R,2R,3S)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-4-oxo-butyl ester

: 637741-42-5
3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 1.5h;
DOI:10.1039/b305818b

Reference yield:

: 81465-44-3
3-Iodo-2,6-dimethyl-cyclohex-2-enone

: 637741-42-5
3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 62 percent / aq. NaOH / dioxane / 0.5 h / 20 °C

2.1: 92 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

3.1: 97 percent / toluene / 20 h / Heating

4.1: 54 percent / iodotrimethylsilane / 5 h / Heating

5.1: 66 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N,N-dimethylaminopyridine / CH₂Cl₂ / 5 h / Heating

6.1: 9-BBN / tetrahydrofuran / 24 h / 20 °C

6.2: K₃PO₄ / PdCl₂(dppf) / dimethylformamide; H₂O / 1 h / 50 °C

7.1: 61 mg / aq. HCl / tetrahydrofuran / 6 h / 20 °C

8.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1.5 h / 20 °C

9.1: 85 percent / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1.5 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; 2-methyl-but-2-ene; oxalyl dichloride; trimethylsilyl iodide; Dess-Martin periodane; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; tert-butyl alcohol; 2.1: Swern oxidation / 6.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b

Reference yield:

: 637741-38-9
4-iodo-1,3-dimethyl-2-oxo-cyclohex-3-enecarbaldehyde

: 637741-42-5
3-{4-[4-(4-methoxy-benzyloxy)-1,3,5-trimethyl-pentadec-1-enyl]-1,3-dimethyl-2-oxo-cyclohex-3-enyl}-2-methyl-acrylic acid 3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / toluene / 20 h / Heating

2.1: 54 percent / iodotrimethylsilane / 5 h / Heating

3.1: 66 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N,N-dimethylaminopyridine / CH₂Cl₂ / 5 h / Heating

4.1: 9-BBN / tetrahydrofuran / 24 h / 20 °C

4.2: K₃PO₄ / PdCl₂(dppf) / dimethylformamide; H₂O / 1 h / 50 °C

5.1: 61 mg / aq. HCl / tetrahydrofuran / 6 h / 20 °C

6.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1.5 h / 20 °C

7.1: 85 percent / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1.5 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; 2-methyl-but-2-ene; trimethylsilyl iodide; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 4.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b