(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate

Base Information

Chemical Name:(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate
CAS No.:637741-16-3
Molecular Formula:C₆₂H₈₆O₁₂
Molecular Weight:1023.36
Hs Code.:

(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate

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Chemical Property of (1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate

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Technology Process of (1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate

There total 13 articles about (1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate 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,5R,10S,11R)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-5-triphenylsilanyloxy-icosa-2,6,8-trienoic acid (1R,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

: 637741-16-3
(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 48h;
DOI:10.1039/b305818b

Reference yield:

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

: 637741-16-3
(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate

Guidance literature:: Multi-step reaction with 6 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

With hydrogenchloride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; 2.1: Swern oxidation / 5.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b

Reference yield:

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

: 637741-16-3
(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-hydroxybutyl (2E,4R,5R,6E,8E,10S,11R)-2,4,6,8,10-pentamethyl-5-hydroxy-11-(4-methoxybenzyloxy)-2,6,8-icosatrienoate

Guidance literature:: Multi-step reaction with 7 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

With hydrogenchloride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; 3.1: Swern oxidation / 6.2: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b