1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

Base Information

• Chemical Name: 1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione
• CAS No.: 756499-83-9
• Molecular Formula: C₂₄H₂₄N₂O₃
• Molecular Weight: 388.466

Synonyms:1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

Chemical Property of 1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

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Technology Process of 1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

There total 1 articles about 1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione 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: 85.0%

Benzoylformic acid (611-73-4) + 7,7-dimethyl-2'-phenyl-pyrazol-3'-one-bicyclo[2.2.1]heptane (263722-72-1) → 1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.01,5]dec-4-yl)-2-phenylethane-1,2-dione (756499-83-9)

Guidance literature:

Benzoylformic acid; With thionyl chloride; at 75 ℃; for 2h;

7,7-dimethyl-2'-phenyl-pyrazol-3'-one-bicyclo[2.2.1]heptane; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetasy.2006.01.011

Reference yield: 98.0%

1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.01,5]dec-4-yl)-2-phenylethane-1,2-dione (756499-83-9) → 4-(2S)-(2-hydroxy-2-phenylacetyl)-10,10-dimethyl-3-phenyl-3,4-diazatricyclo[5.2.1.01,5]decan-2-one

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/j.tetasy.2006.01.011

Reference yield: 95.0%

allyltributylstanane (24850-33-7) + 1-(10,10-dimethyl-2-oxo-3-phenyl-3,4-diazatricyclo[5.2.1.01,5]dec-4-yl)-2-phenylethane-1,2-dione (756499-83-9) → 4-(2R)-(2-hydroxy-2-phenylpent-4-enoyl)-10,10-dimethyl-3-phenyl-3,4-diazatricyclo[5.2.1.01,5]decan-2-one

Guidance literature:

With tin(II) trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2004.05.146 DOI:10.1016/j.tetasy.2006.01.011

upstream raw materials:

Benzoylformic acid

7,7-dimethyl-2'-phenyl-pyrazol-3'-one-bicyclo[2.2.1]heptane

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