(9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester
• CAS No.: 92753-28-1
• Molecular Formula: C₂₇H₃₄O₇Si
• Molecular Weight: 498.648

Synonyms:

Chemical Property of (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester

There total 3 articles about (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl 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: 80.0%

tert-Butyl-(5-methoxy-3-phenyl-isobenzofuran-1-yloxy)-dimethyl-silane (92753-24-7) + dimethylfumarate (624-49-7) → (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9,10-dicarboxylic acid dimethyl ester (92753-28-1,92842-61-0)

Guidance literature:

In tetrahydrofuran;

DOI:10.1246/cl.1984.1263

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9,10-dicarboxylic acid dimethyl ester (92753-28-1,92842-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, -78 deg C, 1 h; 2.) THF, 0 deg C, 2 h

2: 80 percent / tetrahydrofuran

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1246/cl.1984.1263

Reference yield:

5-methoxy-3-phenylisobenzofuran-1(3H)-one (92753-20-3) → (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9,10-dicarboxylic acid dimethyl ester (92753-28-1,92842-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, -78 deg C, 1 h; 2.) THF, 0 deg C, 2 h

2: 80 percent / tetrahydrofuran

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1246/cl.1984.1263

upstream raw materials:

tert-Butyl-(5-methoxy-3-phenyl-isobenzofuran-1-yloxy)-dimethyl-silane

dimethylfumarate

tert-butyldimethylsilyl chloride

5-methoxy-3-phenylisobenzofuran-1(3H)-one

Downstream raw materials:

1-Hydroxy-6-methoxy-4-phenyl-naphthalene-2,3-dicarboxylic acid dimethyl ester

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