(3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione

Base Information

• Chemical Name: (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione
• CAS No.: 236401-66-4
• Molecular Formula: C₄₆H₆₄O₁₀
• Molecular Weight: 777.008

Synonyms:(3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione

Chemical Property of (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione

There total 2 articles about (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione 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:

(1E,3S,4S,5R,6S,7S,8R)-1-iodo-8-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-en-4,6-diol (236401-80-2) + (E)-3-iodoacrylic acid (6372-02-7) → (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione (236401-66-4) + (3E,5E,7S,8S,9R,10R,13E,15E,17S,18S,19R,20R,23E,25E,27S,28S,29R,30R)-10,20,30-tris[(1R,2R)-2-(4-methoxybenzyloxy)-1-methylpropyl]-7,9,17,19,27,29-hexamethyl-8,18,28-trihydroxy-1,11,21-trioxacyclotriaconta-3,5,13,15,23,25-hexaene-2,12,22-trione

Guidance literature:

Multistep reaction.;

DOI:10.1021/ol990004c

Reference yield:

(1E,3S,4S,5R,6S,7S,8R)-1-iodo-8-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-en-4,6-diol (236401-80-2) + (E)-3-iodoacrylic acid (6372-02-7) → (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione (236401-66-4) + (3E,5E,7S,8S,9R,10R,13E,15E,17S,18S,19R,20R,23E,25E,27S,28S,29R,30R)-10,20,30-tris[(1R,2R)-2-(4-methoxybenzyloxy)-1-methylpropyl]-7,9,17,19,27,29-hexamethyl-8,18,28-trihydroxy-1,11,21-trioxacyclotriaconta-3,5,13,15,23,25-hexaene-2,12,22-trione + (3E,5E,7S,8S,11E,13E,15S,16S,19E,21E,23S,24S)-8,16,24-tris[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15,23-trimethyl-1,9,17-tri-trioxacyclotetracosa-3,5,11,13,19,21-hexaene-2,10,18-trione

Guidance literature:

Multistep reaction.;

DOI:10.1021/ol990004c

Reference yield: 93.0%

(3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione (236401-66-4) + triethylsilyl chloride (994-30-9) → (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1R,2S,3R,4R)-4-(4-methoxybenzyloxy)-2-triethylsilyloxy-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione (236401-81-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; for 30h;

DOI:10.1021/ol990004c

upstream raw materials:

(1E,3S,4S,5R,6S,7S,8R)-1-iodo-8-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-en-4,6-diol

(E)-3-iodoacrylic acid

Downstream raw materials:

(3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1R,2S,3R,4R)-4-(4-methoxybenzyloxy)-2-triethylsilyloxy-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione

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