25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

Base Information

Chemical Name:25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide
CAS No.:1314757-27-1
Molecular Formula:C₄₄H₆₂O₁₄
Molecular Weight:814.968
Hs Code.:

25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

Synonyms:25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

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Chemical Property of 25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

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Technology Process of 25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

There total 5 articles about 25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-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:

: 1314757-26-0
25-(3R,5S,7S,9S,11S,15R,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-9-methoxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethyl-19-oxoheptacos-16-enolide

: 1314757-27-1
25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

Guidance literature:: 25-(3R,5S,7S,9S,11S,15R,23S,25R,26R,16E)-7-benzyloxy-3,23,26-tris-tert-butyldimethylsilyloxy-5,9-epoxy-11,15-epoxy-9-methoxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethyl-19-oxoheptacos-16-enolide; With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

With pyridine; hydrogen fluoride; In tetrahydrofuran; water; at 20 ℃; for 24h;
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

: 1314757-27-1
25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

Guidance literature:: Multi-step reaction with 5 steps

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

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

3.1: methanol; hexane / 1 h / 0 °C

4.1: pyridine; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5.1: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 24 h / 0 - 20 °C

5.2: 24 h / 20 °C

With pyridine; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; water; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; hexane; dichloromethane; tert-butyl alcohol; 2.1: Pinnick oxidation / 4.1: Dess-Martin oxidation;
DOI:10.1039/c1cc12332g

Reference yield:

: C₆₁H₁₀₄O₁₂Si₃

: 1314757-27-1
25-(3R,5S,7S,9S,11S,15R,19R,23S,25R,26R,16E)-7-benzyloxy-5,9-epoxy-11,15-epoxy-19,23-epoxy-3,9,19,26-tetrahydroxy-21-[(E)-methoxycarbonylmethylidene]-13-[(Z)-methoxycarbonylmethylidene]-8,8,18,18-tetramethylheptacos-16-enolide

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: methanol; hexane / 1 h / 0 °C

3.1: pyridine; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4.1: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 24 h / 0 - 20 °C

4.2: 24 h / 20 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; water; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; hexane; dichloromethane; tert-butyl alcohol; 1.1: Pinnick oxidation / 3.1: Dess-Martin oxidation;
DOI:10.1039/c1cc12332g