11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-1-carboxylic acid methyl ester

Base Information

• Chemical Name: 11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-1-carboxylic acid methyl ester
• CAS No.: 86131-46-6
• Molecular Formula: C₂₂H₂₂O₃Se
• Molecular Weight: 413.375

Synonyms:11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-1-carboxylic acid methyl ester

Chemical Property of 11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-1-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-1-carboxylic acid methyl ester

There total 11 articles about 11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-1-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: 74.0%

3-((E)-2-Methyl-3-phenylselanyl-allyl)-2-oxo-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid methyl ester (86131-45-5) → 11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-1-carboxylic acid methyl ester (86131-46-6)

Guidance literature:

In trifluoroacetic acid; at 0 ℃; for 24h;

DOI:10.1016/S0040-4039(00)81502-6

Reference yield:

3-((Z)-2-Methyl-3-phenylselanyl-allyl)-2-oxo-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid methyl ester (86131-45-5) → (11S,12R)-11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-1-carboxylic acid methyl ester (86131-46-6,86194-44-7)

Guidance literature:

In dichloromethane; trifluoroacetic acid; at 35 ℃; for 18h;

DOI:10.1016/S0040-4039(00)81502-6

Reference yield:

2-methyl-3-selenophenyl-2-propene oxide (81764-73-0) → 11-Methyl-13-oxo-12-phenylselanyl-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-1-carboxylic acid methyl ester (86131-46-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / sodium hydride / tetrahydrofuran / 18 h / Heating

2: collidine, mesyl chloride, lithium chloride / dimethylformamide / 5 h / Ambient temperature; addition at 15 deg C

3: neat (no solvent) / 82 - 85 °C / 0.01 Torr

4: 78 percent / tetrahydrofuran / 0 °C

5: 74 percent / trifluoroacetic acid / 24 h / 0 °C

With 2,3,5-trimethyl-pyridine; sodium hydride; methanesulfonyl chloride; lithium chloride; In tetrahydrofuran; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1016/S0040-4039(00)81502-6

upstream raw materials:

3-((E)-2-Methyl-3-phenylselanyl-allyl)-2-oxo-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid methyl ester

2-methyl-3-selenophenyl-2-propene oxide

sodium phenylselenide

2-methyl-3-selenophenyl-2-propen-1-ol

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