(1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-2-carboxylic acid methyl ester
• CAS No.: 120943-15-9
• Molecular Formula: C₁₇H₁₅NO₄
• Molecular Weight: 297.31

Synonyms:(1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-2-carboxylic acid methyl ester

Chemical Property of (1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-2-carboxylic acid methyl ester

There total 10 articles about (1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-2-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: 96.9%

norbornene amic acid (120943-14-8) → (1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-2-carboxylic acid methyl ester (120943-15-9)

Guidance literature:

With trifluoroacetic anhydride; In dichloromethane; at 0 ℃; for 6h;

DOI:10.1021/jo00273a014

Reference yield:

ethene-1,1,2-tricarboxylic acid trimethyl ester (51175-48-5) → (1R,2R,6S,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-2-carboxylic acid methyl ester (120943-15-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / P₂O₅ / 5 h / 155 - 160 °C

2: 78.3 percent / CH₂Cl₂ / 3 h / Ambient temperature

3: 88.5 percent / diethyl ether / 20 h / 28 °C

4: 96.9 percent / trifluoroacetic anhydride / CH₂Cl₂ / 6 h / 0 °C

With phosphorus pentoxide; trifluoroacetic anhydride; In diethyl ether; dichloromethane;

DOI:10.1021/jo00273a014

Reference yield:

ethene-1,1,2-tricarboxylic acid trimethyl ester (51175-48-5) → (1R,2R,6R,7S)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-2-carboxylic acid methyl ester (120943-15-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 73 percent / P₂O₅ / 5 h / 155 - 160 °C

2: 78.3 percent / CH₂Cl₂ / 3 h / Ambient temperature

3: 88.5 percent / diethyl ether / 20 h / 28 °C

4: 96.9 percent / trifluoroacetic anhydride / CH₂Cl₂ / 6 h / 0 °C

5: 19.2 percent / benzene / 650 °C

6: 100 percent Spectr_. / CDCl₃ / 0.17 h

With phosphorus pentoxide; trifluoroacetic anhydride; In diethyl ether; chloroform-d1; dichloromethane; benzene;

DOI:10.1021/jo00273a014

upstream raw materials:

norbornene amic acid

ethene-1,1,2-tricarboxylic acid trimethyl ester

α-methoxycarbonylmaleic anhydride

(1S,2R,6R,7R)-3,5-Dioxo-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-2-carboxylic acid methyl ester

Downstream raw materials:

α-carbomethoxy-N-phenylmaleimide

C₃₂H₂₆N₂O₈

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