(2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Base Information

Chemical Name:(2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester
CAS No.:637741-93-6
Molecular Formula:C₆₂H₈₂O₁₃
Molecular Weight:1035.33
Hs Code.:

(2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

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Chemical Property of (2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

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Technology Process of (2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

There total 13 articles about (2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-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:

: (2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-4-oxo-butyl ester

: 637741-93-6
(2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-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 4h;
DOI:10.1039/b305818b

Reference yield:

: 2-(4-methoxy-phenyl)-5-methyl-4-nonyl-[1,3]dioxane

: 637741-93-6
(2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1.74 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.33 h / -78 °C

2.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

3.1: 1.16 g / triphenylphosphine / CH₂Cl₂ / 0.08 h / 0 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

4.2: 784 mg / tetrahydrofuran; hexane / 0.5 h / 20 °C

5.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

5.2: K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.33 h / 65 °C

6.1: 125 mg / aq. HCl / tetrahydrofuran / 48 h / 20 °C

7.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

8.1: 27.5 mg / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 4 h / 20 °C

With pyridine; hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol; 2.1: Swern oxidation / 5.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b

Reference yield:

: 2-methyl-dodecane-1,3-diol

: 637741-93-6
(2E,6E,8E)-(4R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-oxo-icosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 12 h / 20 °C

2.1: 1.74 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.33 h / -78 °C

3.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

4.1: 1.16 g / triphenylphosphine / CH₂Cl₂ / 0.08 h / 0 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

5.2: 784 mg / tetrahydrofuran; hexane / 0.5 h / 20 °C

6.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

6.2: K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.33 h / 65 °C

7.1: 125 mg / aq. HCl / tetrahydrofuran / 48 h / 20 °C

8.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

9.1: 27.5 mg / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 4 h / 20 °C

With pyridine; hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol; 3.1: Swern oxidation / 6.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b