(1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-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: (1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester
• CAS No.: 92911-97-2
• Molecular Formula: C₄₄H₄₆O₇Si₂
• Molecular Weight: 743.016

Synonyms:(1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester

Chemical Property of (1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester

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Technology Process of (1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester

There total 2 articles about (1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-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: 21.0%

4,5,6,7-Tetraphenyl-1,3-bis-trimethylsilanyloxy-isobenzofuran (92897-94-4) + dimethylfumarate (624-49-7) → (1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9,10-dicarboxylic acid dimethyl ester (92911-97-2)

Guidance literature:

DOI:10.1016/S0040-4039(01)81342-3

Reference yield:

3,4,5,6-tetraphenyl-1,2-dihydro-o-phthalic anhydride (6971-41-1) → (1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9,10-dicarboxylic acid dimethyl ester (92911-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: zinkchlorid, triethylamin / acetonitrile / -20 °C

2: 21 percent

With triethylamine; zinc(II) chloride; In acetonitrile;

DOI:10.1016/S0040-4039(01)81342-3

Reference yield: 93.0%

(1S,8R,9R,10R)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9,10-dicarboxylic acid dimethyl ester (92911-97-2) → 1,4-Dihydroxy-5,6,7,8-tetraphenyl-naphthalene-2,3-dicarboxylic acid dimethyl ester (92897-96-6)

Guidance literature:

With potassium fluoride; In methanol;

DOI:10.1016/S0040-4039(01)81342-3

upstream raw materials:

4,5,6,7-Tetraphenyl-1,3-bis-trimethylsilanyloxy-isobenzofuran

dimethylfumarate

3,4,5,6-tetraphenyl-1,2-dihydro-o-phthalic anhydride

Downstream raw materials:

1,4-Dihydroxy-5,6,7,8-tetraphenyl-naphthalene-2,3-dicarboxylic acid dimethyl ester

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