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

Base Information

Chemical Name:(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,19R,20R,21S,22S,23Z)-methyl 21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,23,25-pentaenoate
CAS No.:861822-13-1
Molecular Formula:C₆₄H₁₁₈O₈Si₄
Molecular Weight:1127.98
Hs Code.:

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

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

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

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

There total 4 articles about (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,19R,20R,21S,22S,23Z)-methyl 21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-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: 86.0%

: 861822-13-1
(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,19R,20R,21S,22S,23Z)-methyl 21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,23,25-pentaenoate

Guidance literature:

Reference yield:

: (2E,8Z,21Z)-(4R,5S,7S,10S,11R,12S,17R,18R,19S,20S)-5,7,11,17-Tetrakis-(tert-butyl-dimethyl-silanyloxy)-19-(4-methoxy-benzyloxy)-4,10,12,18,20-pentamethyl-tetracosa-2,8,21,23-tetraenal

: 88738-78-7
bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

: 861822-13-1
(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,19R,20R,21S,22S,23Z)-methyl 21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,23,25-pentaenoate

Guidance literature:: With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran;
DOI:10.1021/ol050808u

Reference yield:

: 861822-12-0
(2E,4R,5S,7S,8Z,10S,11R,12S,17R,18R,19S,20S,21Z)-19-(4-methoxybenzyloxy)-5,7,11,17-tetrakis(tert-butyldimethylsilyloxy)-4,10,12,18,20-pentamethyltetracosa-2,8,21,23-tetraen-1-ol

: 861822-13-1
(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,19R,20R,21S,22S,23Z)-methyl 21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,23,25-pentaenoate

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

2: 0.38 g / 18-crown-6; potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 4 h / -78 °C

With 18-crown-6 ether; potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; toluene; 1: Dess-Martin oxidation / 2: Still-Gennari olefination;
DOI:10.1021/jm061385k