methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.1^3,7.1^11,15]nonacosa-8-en-13-ylidene) acetate

Base Information

• Chemical Name: methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.1^3,7.1^11,15]nonacosa-8-en-13-ylidene) acetate
• CAS No.: 1028481-88-0
• Molecular Formula: C₅₉H₇₈O₁₄
• Molecular Weight: 1011.26

Synonyms:methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.1^3,7.1^11,15]nonacosa-8-en-13-ylidene) acetate

Chemical Property of methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.1^3,7.1^11,15]nonacosa-8-en-13-ylidene) acetate

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Technology Process of methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.1^3,7.1^11,15]nonacosa-8-en-13-ylidene) acetate

There total 3 articles about methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.1^3,7.1^11,15]nonacosa-8-en-13-ylidene) acetate 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: 52.0%

C59H80O15 → methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacosa-8-en-13-ylidene) acetate (1028481-88-0)

Guidance literature:

C₅₉H₈₀O₁₅; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

With dmap; In tetrahydrofuran; toluene; at 40 ℃; for 14h;

Reference yield:

(2E,4E)-octa-2,4-dienoic anhydride (1028481-99-3) + C51H68O13 (1028481-92-6) → C59H78O14 (1028482-01-0) + methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacosa-8-en-13-ylidene) acetate (1028481-88-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ja8022169

Reference yield:

(R)-4-((2S,6R)-6-(((2S,6R)-6-((E)-3-((2S,3S,6S,E)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((tert-butyldimethylsilyl)oxy)butyl)-2-methoxy-4-(2-methoxy-2-oxoethylidene)-3-((2E,4E)-octa-2,4-dienoyloxy)tetrahydro-2H-pyran-2-yl)-3-methylbut-1-en-1-yl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-((4-methoxybenzyl)oxy)butanoic acid → methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-19-oxo-12-([1E,3E]-hepta-1,3-dienylcarbonyloxy)-17-{[(phenylmethoxy)methoxy]ethyl}-21-(4-methoxybenzyloxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacosa-8-en-13-ylidene) acetate (1028481-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine hydrofluoride / tetrahydrofuran / 48 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 3 h / 0 - 20 °C

2.2: 14 h / 40 °C

With pyridine hydrofluoride; triethylamine; In tetrahydrofuran;

upstream raw materials:

(2E,4E)-octa-2,4-dienoic anhydride

C₅₁H₆₈O₁₃

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