12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol

Base Information

• Chemical Name: 12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol
• CAS No.: 550372-13-9
• Molecular Formula: C₃₆H₄₀O₉
• Molecular Weight: 616.708

Synonyms:12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol

Chemical Property of 12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol

Chemical Property:

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Technology Process of 12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol

There total 2 articles about 12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol 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: 33.0%

cyclotriguaiacyclene (81370-49-2,68198-62-9,75322-24-6,68182-93-4) + (4-iodobutoxy-3-methoxyphenyl)methanol (550372-10-6) → 12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol (550372-13-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1002/ejoc.200390153

Reference yield:

(4-bromobutoxy-3-methoxyphenyl)methanol (161910-65-2) → 12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol (550372-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / sodium iodide / acetone / 80 °C

2: 33 percent / cesium carbonate / dimethylformamide / 80 °C

With caesium carbonate; sodium iodide; In N,N-dimethyl-formamide; acetone;

DOI:10.1002/ejoc.200390153

Reference yield: 79.0%

2-[4-(2-iodoethoxy)-3-methoxybenzyloxy]-tetrahydropyran (347894-43-3) + 12-[3-(4-hydroxymethyl-2-methoxyphenoxy)butoxy]-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7-diol (550372-13-9) → {3-methoxy-4-[4-(3,8,13-trimethoxy-7,12-bis{2-[2-methoxy-4-(tetrahydropyran-2-yloxymethyl)phenoxy]ethoxy}-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yloxy)butoxy]phenyl}methanol (391895-29-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1002/ejoc.200390153

upstream raw materials:

cyclotriguaiacyclene

(4-iodobutoxy-3-methoxyphenyl)methanol

(4-bromobutoxy-3-methoxyphenyl)methanol

Downstream raw materials:

{3-methoxy-4-[4-(3,8,13-trimethoxy-7,12-bis{2-[2-methoxy-4-(tetrahydropyran-2-yloxymethyl)phenoxy]ethoxy}-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yloxy)butoxy]phenyl}methanol

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