methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate

Base Information

• Chemical Name: methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate
• CAS No.: 792921-90-5
• Molecular Formula: C₆₅H₁₂₀O₈Si₄
• Molecular Weight: 1142.01
• Mol file: 792921-90-5.mol

Synonyms:methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate

Chemical Property of methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate

There total 3 articles about methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate 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,8Z,21Z)-(4R,5S,7S,10S,11R,12S,14S,17R,18R,19S,20S)-5,7,11,17-Tetrakis-(tert-butyl-dimethyl-silanyloxy)-19-(4-methoxy-benzyloxy)-4,10,12,14,18,20-hexamethyl-tetracosa-2,8,21,23-tetraenal + bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) → methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate (792921-90-5)

Guidance literature:

With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran;

DOI:10.1002/anie.200460593

Reference yield:

(2E,4R,5S,7S,8Z,10S,11R,12S,14S,17R,18R,19S,20S,21Z)-19-(4-methoxybenzyloxy)-5,7,11,17-tetrakis(tert-butyldimethylsilanyloxy)-4,10,12,14,18,20-hexamethyltetracosa-2,8,21,23-tetraen-1-ol (792921-89-2) → methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate (792921-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

2.1: potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / -78 °C

2.2: 0.104 g / tetrahydrofuran; toluene / 4 h / -78 °C

With 18-crown-6 ether; potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Dess-Martin oxidation / 2.2: Still-Gennari reaction;

DOI:10.1016/j.tet.2007.05.033

Reference yield:

((2E,4R,5S,7S,8Z,10S,11R,12S,14S,17R,18R,19S,20S,21Z)-19-(4-methoxybenzyloxy)-5,7,11,17-tetrakis(tert-butyldimethylsilanyloxy)-4,10,12,14,18,20-hexamethyltetracosa-2,8,21,23-tetraenyloxy)triphenylmethane (792921-73-4) → methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilanyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate (792921-90-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 77 percent / ZnBr₂; MeOH / CH₂Cl₂ / 0 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

3.1: potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / -78 °C

3.2: 0.104 g / tetrahydrofuran; toluene / 4 h / -78 °C

With methanol; 18-crown-6 ether; potassium hexamethylsilazane; Dess-Martin periodane; zinc dibromide; In tetrahydrofuran; dichloromethane; toluene; 2.1: Dess-Martin oxidation / 3.2: Still-Gennari reaction;

DOI:10.1016/j.tet.2007.05.033

upstream raw materials:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

(2E,4R,5S,7S,8Z,10S,11R,12S,14S,17R,18R,19S,20S,21Z)-19-(4-methoxybenzyloxy)-5,7,11,17-tetrakis(tert-butyldimethylsilanyloxy)-4,10,12,14,18,20-hexamethyltetracosa-2,8,21,23-tetraen-1-ol

((2E,4R,5S,7S,8Z,10S,11R,12S,14S,17R,18R,19S,20S,21Z)-19-(4-methoxybenzyloxy)-5,7,11,17-tetrakis(tert-butyldimethylsilanyloxy)-4,10,12,14,18,20-hexamethyltetracosa-2,8,21,23-tetraenyloxy)triphenylmethane