25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

Base Information

Chemical Name:25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide
CAS No.:1314757-24-8
Molecular Formula:C₆₁H₁₀₈O₁₂Si₃
Molecular Weight:1117.78
Hs Code.:

25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

Synonyms:25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

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Chemical Property of 25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

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Technology Process of 25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

There total 1 articles about 25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide 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: 53.0%

: 1314757-22-6
25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis-[(Z)-2-triisopropylsilyloxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

: 1314757-24-8
25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 40h; optical yield given as %de;
DOI:10.1039/c1cc12332g

Reference yield:

: 1314757-24-8
25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

: C₆₁H₁₀₄O₁₂Si₃

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/c1cc12332g

Reference yield:

: 1314757-24-8
25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-13,21-bis[(Z)-2-hydroxyethylidene]-9-methoxy-8,8,18,18-tetramethylheptacos-16-enolide

: 1314757-25-9
25-(3R,5S,7S,9S,11S,15R,19RS,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-19-hydroxy-9-methoxy-13,21-bis-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

Guidance literature:: Multi-step reaction with 3 steps

1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C

2: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; water / tetrahydrofuran; tert-butyl alcohol / 1 h / 20 °C

3: methanol; hexane / 1 h / 0 °C

With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; water; In tetrahydrofuran; methanol; hexane; dichloromethane; tert-butyl alcohol; 2: Pinnick oxidation;
DOI:10.1039/c1cc12332g