(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

Base Information

Chemical Name:(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid
CAS No.:637740-93-3
Molecular Formula:C₇₅H₉₆O₁₂Si
Molecular Weight:1217.67
Hs Code.:

(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

Synonyms:(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

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Chemical Property of (2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

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Technology Process of (2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

There total 11 articles about (2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid 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: 48.0%

: 637741-48-1
(2E,6E,8E)-(4R,5R,10S,11R,12S)-11-Acetoxy-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid (1R,2R,3S)-3-carboxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

: 637740-93-3
(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.166667h;
DOI:10.1039/b305818b

Reference yield:

: 361525-06-6
1-Methoxy-4-[(1R,2S)-2-methyl-1-((S)-1-methyl-but-2-ynyl)-dodecyloxymethyl]-benzene

: 637740-93-3
(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

2.1: pyridine / CH₂Cl₂ / 3 h / 20 °C

2.2: 938 mg / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 20 °C

3.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

3.2: K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.5 h / 65 °C

4.1: 692 mg / aq. hydrogen fluoride / acetonitrile / 3 h / -10 °C

5.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

6.1: 462 mg / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 h / 20 °C

7.1: 48 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.17 h / -78 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; 2-methyl-but-2-ene; hydrogen fluoride; diisobutylaluminium hydride; Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 3.1: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b

Reference yield:

: 361525-03-3
(2E,6E)-(4R,5R)-7-Iodo-2,4,6-trimethyl-5-triphenylsilanyloxy-hepta-2,6-dienoic acid ethyl ester

: 637740-93-3
(2S,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-4-[[(2E,4R,6E,8E,10S,11R,12S)-1-oxo-2,4,6,8,10,12-hexamethyl-5-(triphenylsiloxy)-11-hydroxy-2,6,8-docosatrienyl]oxy]pentanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -78 °C

2.1: manganese dioxide / CH₂Cl₂ / 12 h / 20 °C

3.1: 1.27 g / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 h / 20 °C

4.1: 79 percent / N,N-dimethylaminopyridine; dicyclohexylcarbodiimide; N,N-dimethylaminopyridine hydrogenchloride / CH₂Cl₂ / 6 h / Heating

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

5.2: K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.5 h / 65 °C

6.1: 692 mg / aq. hydrogen fluoride / acetonitrile / 3 h / -10 °C

7.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

8.1: 462 mg / sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 h / 20 °C

9.1: 48 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.17 h / -78 °C

With pyridine; dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; 2-methyl-but-2-ene; N,N-dimethylaminopyridine hydrogenchloride; hydrogen fluoride; diisobutylaluminium hydride; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 4.1: Keck's esterification / 5.1: Suzuki-Miyaura coupling;
DOI:10.1039/b305818b