tert-Butyl-[(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-ylmethoxy]-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-[(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-ylmethoxy]-dimethyl-silane
• CAS No.: 321747-14-2
• Molecular Formula: C₂₈H₄₀O₆Si
• Molecular Weight: 500.707

Synonyms:tert-Butyl-[(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-ylmethoxy]-dimethyl-silane

Chemical Property of tert-Butyl-[(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-ylmethoxy]-dimethyl-silane

Chemical Property:

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Technology Process of tert-Butyl-[(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-ylmethoxy]-dimethyl-silane

There total 4 articles about tert-Butyl-[(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-ylmethoxy]-dimethyl-silane 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: 94.0%

tert-butyldimethylsilyl chloride (18162-48-6) + [(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) → tert-Butyl-[(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-ylmethoxy]-dimethyl-silane (321747-14-2)

Guidance literature:

With dmap; In tetrahydrofuran; at 25 ℃; for 24h;

DOI:10.1021/jm990563p

Reference yield:

isolariciresinol dimethyl ether (21966-92-7) → tert-Butyl-[(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-ylmethoxy]-dimethyl-silane (321747-14-2)

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: 94 percent / DMAP / tetrahydrofuran / 24 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) → tert-Butyl-[(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-ylmethoxy]-dimethyl-silane (321747-14-2)

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: 94 percent / DMAP / tetrahydrofuran / 24 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:

tert-butyldimethylsilyl chloride

[(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:

dimethyl-4-iso-α-conidendrol

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