Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-ylmethyl ester

Base Information

• Chemical Name: Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-ylmethyl ester
• CAS No.: 321747-13-1
• Molecular Formula: C₂₄H₂₈O₇
• Molecular Weight: 428.482

Synonyms:Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-ylmethyl ester

Chemical Property of Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-ylmethyl ester

Chemical Property:

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Technology Process of Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-ylmethyl ester

There total 4 articles about Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-ylmethyl ester 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: 85.0%

acetic anhydride (108-24-7) + [(1S,9R,12R)-1-(3,4-Dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-12-yl]-methanol (321747-11-9) → Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-12-ylmethyl ester (321747-13-1)

Guidance literature:

With dmap; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1021/jm990563p

Reference yield:

isolariciresinol dimethyl ether (21966-92-7) → Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-12-ylmethyl ester (321747-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 2,3-dichloro-5,6-dicyano-1,4-quinone / CH₂Cl₂; tetrahydrofuran / 3 h / 25 °C

2: 85 percent / DMAP / tetrahydrofuran / 2 h / 25 °C

With dmap; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm990563p

Reference yield:

conidendrin (518-55-8,5474-93-1,22614-13-7,26358-20-3,85699-62-3,89104-61-0,105817-20-7) → Acetic acid (1S,9R,12R)-1-(3,4-dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-12-ylmethyl ester (321747-13-1)

Guidance literature:

Multi-step reaction with 4 steps

1: OH^-

2: LAH

3: 48 percent / 2,3-dichloro-5,6-dicyano-1,4-quinone / CH₂Cl₂; tetrahydrofuran / 3 h / 25 °C

4: 85 percent / DMAP / tetrahydrofuran / 2 h / 25 °C

With dmap; lithium aluminium tetrahydride; hydroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm990563p

upstream raw materials:

acetic anhydride

[(1S,9R,12R)-1-(3,4-Dimethoxy-phenyl)-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-yl]-methanol

isolariciresinol dimethyl ether

conidendrin

Downstream raw materials:

isolariciresinol dimethyl ether

dimethyl-4-iso-α-conidendrol

anhydroisolariciresinol dimethyl ether

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