(1R,8S,9S)-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-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,8S,9S)-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-carboxylic acid methyl ester
• CAS No.: 92897-95-5
• Molecular Formula: C₄₂H₄₄O₅Si₂
• Molecular Weight: 684.979

Synonyms:(1R,8S,9S)-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-carboxylic acid methyl ester

Chemical Property of (1R,8S,9S)-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-carboxylic acid methyl ester

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Technology Process of (1R,8S,9S)-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-carboxylic acid methyl ester

There total 2 articles about (1R,8S,9S)-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-carboxylic acid methyl 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: 10.0%

4,5,6,7-Tetraphenyl-1,3-bis-trimethylsilanyloxy-isobenzofuran (92897-94-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (1R,8S,9S)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9-carboxylic acid methyl ester (92897-95-5)

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) → (1R,8S,9S)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9-carboxylic acid methyl ester (92897-95-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 10 percent

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

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

Reference yield: 76.0%

(1R,8S,9S)-3,4,5,6-Tetraphenyl-1,8-bis-trimethylsilanyloxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-9-carboxylic acid methyl ester (92897-95-5) → 1,4-Dihydroxy-5,6,7,8-tetraphenyl-naphthalene-2-carboxylic acid methyl ester (92897-97-7)

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

acrylic acid methyl ester

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

Downstream raw materials:

1,4-Dihydroxy-5,6,7,8-tetraphenyl-naphthalene-2-carboxylic acid methyl ester

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