(1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: (1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl ester
• CAS No.: 78999-03-8
• Molecular Formula: C₁₉H₂₃NO₅
• Molecular Weight: 345.395

Synonyms:(1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl ester

Chemical Property of (1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl ester

Chemical Property:

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Technology Process of (1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl ester

There total 4 articles about (1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl 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: 70.0%

N-methyl-α-phenylnitrone (3376-23-6) + Dimethyl Bicyclo<2.2.1>hept-2-ene-2,3-dicarboxylate (17931-56-5) → (1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.02,6]decane-2,6-dicarboxylic acid dimethyl ester (78999-03-8)

Guidance literature:

In benzene; for 240h; Heating;

DOI:10.1016/S0040-4020(01)92451-2

Reference yield:

(1R,2R,5R,6S,7S)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-2,6-dicarboxylic acid dimethyl ester (78999-00-5) → (1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.02,6]decane-2,6-dicarboxylic acid dimethyl ester (78999-03-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1016/S0040-4020(01)92451-2

Reference yield:

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate (947-57-9) → (1S,2R,5R,6S,7R)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.02,6]decane-2,6-dicarboxylic acid dimethyl ester (78999-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / benzene / 240 h / Heating

2: H₂ / 5percent Pd/C / aq. ethanol / 760 Torr / Ambient temperature

With hydrogen; palladium on activated charcoal; In ethanol; benzene;

DOI:10.1016/S0040-4020(01)92451-2

upstream raw materials:

N-methyl-α-phenylnitrone

Dimethyl Bicyclo<2.2.1>hept-2-ene-2,3-dicarboxylate

(1R,2R,5R,6S,7S)-4-Methyl-5-phenyl-3-oxa-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-2,6-dicarboxylic acid dimethyl ester

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate

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