methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-12,19-dioxo-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-12,19-dioxo-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.: 1028481-58-4
• Molecular Formula: C₅₁H₆₆O₁₃
• Molecular Weight: 887.077

Synonyms:methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-12,19-dioxo-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-12,19-dioxo-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:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-12,19-dioxo-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 13 articles about methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-12,19-dioxo-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: 75.0%

C51H68O14 (1028481-90-4) → methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-12,19-dioxo-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 (1028481-58-4)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ja8022169

Reference yield:

(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester (854931-23-0) → methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-12,19-dioxo-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 (1028481-58-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / -15 °C

1.2: 1.5 h / 20 °C / Molecular sieve

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; tert-butyl alcohol / 1.75 h / 0 - 20 °C

2.2: 0.5 h / 0 °C

3.1: 1-hexene; quinoline; triethylsilane / acetone / 0.67 h / 20 °C / Inert atmosphere

4.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1 h / -78 °C

5.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran; N,N-dimethyl-formamide / 21 h / 20 °C

6.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dichloromethane / 1.25 h / 0 °C

7.1: 2-methyl-but-2-ene; sodium chlorite; potassium dihydrogenphosphate / tert-butyl alcohol; water / 1.5 h / -10 - 20 °C

8.1: pyridine hydrofluoride / tetrahydrofuran; pyridine / 48 h

8.2: 3 h / 0 - 20 °C

8.3: 12 h / 40 °C

9.1: lithium diisopropyl amide / tetrahydrofuran / 0.2 h / -78 °C

9.2: 0.67 h / -78 °C

10.1: dmap; 1,1'-carbonyldiimidazole; N-ethyl-N,N-diisopropylamine / dichloromethane

With quinoline; triethylsilane; dmap; sodium chlorite; potassium dihydrogenphosphate; 1-hexene; 2-methyl-but-2-ene; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

S-ethyl (E)-4-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-(4-methoxybenzyloxy)butyl)-2-methoxy-3-oxo-tetrahydro-2H-pyran-2-yl)-4-methylpent-2-enethioate (1028481-76-6) → methyl 2-(11-methoxy-10,10-dimethyl-5,25-dimethylene-12,19-dioxo-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 (1028481-58-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; tert-butyl alcohol / 1.75 h / 0 - 20 °C

1.2: 0.5 h / 0 °C

2.1: 1-hexene; quinoline; triethylsilane / acetone / 0.67 h / 20 °C / Inert atmosphere

3.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1 h / -78 °C

4.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran; N,N-dimethyl-formamide / 21 h / 20 °C

5.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dichloromethane / 1.25 h / 0 °C

6.1: 2-methyl-but-2-ene; sodium chlorite; potassium dihydrogenphosphate / tert-butyl alcohol; water / 1.5 h / -10 - 20 °C

7.1: pyridine hydrofluoride / tetrahydrofuran; pyridine / 48 h

7.2: 3 h / 0 - 20 °C

7.3: 12 h / 40 °C

8.1: lithium diisopropyl amide / tetrahydrofuran / 0.2 h / -78 °C

8.2: 0.67 h / -78 °C

9.1: dmap; 1,1'-carbonyldiimidazole; N-ethyl-N,N-diisopropylamine / dichloromethane

With quinoline; triethylsilane; dmap; sodium chlorite; potassium dihydrogenphosphate; 1-hexene; 2-methyl-but-2-ene; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

upstream raw materials:

C₅₁H₆₈O₁₄

ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

ethyl (R)-4-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

Downstream raw materials:

C₅₁H₆₈O₁₃

C₄₁H₅₄O₁₂

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