dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1⁽¹⁴⁾,2⁽⁷⁾,3,5,9,12-hexaene-9,10-dicarboxylate

Base Information

• Chemical Name: dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1⁽¹⁴⁾,2⁽⁷⁾,3,5,9,12-hexaene-9,10-dicarboxylate
• CAS No.: 1339872-36-4
• Molecular Formula: C₂₅H₂₃NO₆
• Molecular Weight: 433.461

Synonyms:dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1⁽¹⁴⁾,2⁽⁷⁾,3,5,9,12-hexaene-9,10-dicarboxylate

Chemical Property of dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1⁽¹⁴⁾,2⁽⁷⁾,3,5,9,12-hexaene-9,10-dicarboxylate

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Technology Process of dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1⁽¹⁴⁾,2⁽⁷⁾,3,5,9,12-hexaene-9,10-dicarboxylate

There total 2 articles about dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1⁽¹⁴⁾,2⁽⁷⁾,3,5,9,12-hexaene-9,10-dicarboxylate 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: 92.0%

pentacarbonyl{methoxy(2-propenyl)carbene}chromium + (2-ethynylpyridin-3-yl)phenylmethanone (1339872-31-9) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1(14),2(7),3,5,9,12-hexaene-9,10-dicarboxylate (1339872-36-4)

Guidance literature:

pentacarbonyl{methoxy(2-propenyl)carbene}chromium; (2-ethynylpyridin-3-yl)phenylmethanone; In tetrahydrofuran; for 0.25h; Inert atmosphere; Reflux;

dimethyl acetylenedicarboxylate; In tetrahydrofuran; for 2h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2011.08.094

Reference yield:

phenyl-(2-trimethylsilylethynylpyridin-3-yl)methanone (960252-43-1) → dimethyl 13-methoxy-12-methyl-8-phenyl-15-oxa-3-aza-tricyclo[6.6.1.0(2,7)]pentadeca-1(14),2(7),3,5,9,12-hexaene-9,10-dicarboxylate (1339872-36-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol; potassium carbonate / 0.5 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran / 0.25 h / Inert atmosphere; Reflux

2.2: 2 h / Inert atmosphere; Reflux

With methanol; potassium carbonate; In tetrahydrofuran; 2.2: Diels-Alder reaction;

DOI:10.1016/j.tetlet.2011.08.094

upstream raw materials:

phenyl-(2-trimethylsilylethynylpyridin-3-yl)methanone

(2-ethynylpyridin-3-yl)phenylmethanone

dimethyl acetylenedicarboxylate

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