2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.0^2,4]hept-6-ene-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.0^2,4]hept-6-ene-3-carboxylic acid ethyl ester
• CAS No.: 113730-77-1
• Molecular Formula: C₁₅H₁₆N₂O₂
• Molecular Weight: 256.304

Synonyms:2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.0^2,4]hept-6-ene-3-carboxylic acid ethyl ester

Chemical Property of 2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.0^2,4]hept-6-ene-3-carboxylic acid ethyl ester

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Technology Process of 2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.0^2,4]hept-6-ene-3-carboxylic acid ethyl ester

There total 2 articles about 2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.0^2,4]hept-6-ene-3-carboxylic acid ethyl 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: 86.0%

2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.02,4]heptane-3-carboxylic acid ethyl ester (113730-74-8) → 2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.02,4]hept-6-ene-3-carboxylic acid ethyl ester (113730-77-1)

Guidance literature:

With tert-butylhypochlorite; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; N,N-dimethyl-formamide; Ambient temperature;

Reference yield:

3-benzyloxycarbonyl-4-phenyl-6-methyl-7-ethyloxycarbonyl-3,7-diazatricyclo<4.1.0.02.5>heptane (104704-70-3,113775-95-4) → 2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.02,4]hept-6-ene-3-carboxylic acid ethyl ester (113730-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / H₂ / Pd-C (5percent) / ethyl acetate / 760 Torr / Ambient temperature

2: 86 percent / tert-butyl hypochlorite, DBU / diethyl ether; dimethylformamide / Ambient temperature

With tert-butylhypochlorite; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In diethyl ether; ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 65.0%

2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.02,4]hept-6-ene-3-carboxylic acid ethyl ester (113730-77-1) → 7-Methyl-5-phenyl-[1,4]diazepine-1-carboxylic acid ethyl ester (113730-80-6)

Guidance literature:

In acetonitrile; Irradiation;

upstream raw materials:

2-Methyl-7-phenyl-3,6-diaza-tricyclo[3.2.0.0^2,4]heptane-3-carboxylic acid ethyl ester

3-benzyloxycarbonyl-4-phenyl-6-methyl-7-ethyloxycarbonyl-3,7-diazatricyclo<4.1.0.0^2.5>heptane

Downstream raw materials:

7-Methyl-5-phenyl-[1,4]diazepine-1-carboxylic acid ethyl ester

(4-Methyl-6-phenyl-pyridin-3-yl)-carbamic acid ethyl ester

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