3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester

Base Information

Chemical Name:3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester
CAS No.:208177-19-9
Molecular Formula:C₁₀H₁₀BrNO₄
Molecular Weight:288.098
Hs Code.:

Synonyms:3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester

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Chemical Property of 3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester

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Technology Process of 3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester

There total 1 articles about 3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-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: 56.0%

: 4277-63-8
methyl 1H-pyrrole-1-carboxylate

: 23680-40-2
methyl 3-bromopropiolate

: 208177-19-9
3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester

Guidance literature:: at 90 - 95 ℃; for 33h;
DOI:10.1021/jm9705061

Reference yield:

: 208177-19-9
3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester

: (1R,2R,3R,4S)-3-Phenyl-7-aza-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / NaBH₄, nickel(II) acetate tetrahydrate, aq. conc. HCl / ethanol; H₂O; tetrahydrofuran / 24 h

2: 99 percent / Na₂CO₃, Pd(OAc)2, Ph₃P / ethanol; benzene / 7 h / Heating

3: 95 percent / H₂ / 5percent Pd/C / methanol / 2068.6 Torr

4: HBr, AcOH / 40 h / Ambient temperature

With hydrogenchloride; palladium diacetate; sodium tetrahydroborate; hydrogen bromide; hydrogen; nickel diacetate; sodium carbonate; acetic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; benzene;
DOI:10.1021/jm9705061

Reference yield:

: 208177-19-9
3-Bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid dimethyl ester

: (1R,2R,3R,4S)-7-Methyl-3-phenyl-7-aza-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / NaBH₄, nickel(II) acetate tetrahydrate, aq. conc. HCl / ethanol; H₂O; tetrahydrofuran / 24 h

2: 99 percent / Na₂CO₃, Pd(OAc)2, Ph₃P / ethanol; benzene / 7 h / Heating

3: 95 percent / H₂ / 5percent Pd/C / methanol / 2068.6 Torr

4: HBr, AcOH / 40 h / Ambient temperature

5: NaBH₃CN / acetonitrile / 0.75 h

With hydrogenchloride; palladium diacetate; sodium tetrahydroborate; hydrogen bromide; hydrogen; nickel diacetate; sodium cyanoborohydride; sodium carbonate; acetic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetonitrile; benzene;
DOI:10.1021/jm9705061