methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

Base Information

Chemical Name:methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate
CAS No.:869195-17-5
Molecular Formula:C₁₆H₂₀N₂O₃
Molecular Weight:288.346
Hs Code.:

Synonyms:methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

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Chemical Property of methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

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Technology Process of methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

There total 5 articles about methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate 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:

: 869195-13-1
methyl (1S,2S,4R)-N-benzoyl-2-azidomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

: 869195-17-5
methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 30 ℃; for 3h; atmospheric pressure;
DOI:10.1016/j.tetasy.2005.08.003

Reference yield:

: 365538-26-7
methyl (1S,2R,4R)-N-benzoyl-2-formyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

: 869195-17-5
methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / sodium borohydride / methanol; H₂O / 0.83 h / 0 °C

2: 98 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

3: 75 percent / lithium bromide / dimethylformamide / 144 h / Heating

4: 92 percent / sodium azide / dimethylformamide / 5 h / 90 °C

5: hydrogen / Pd/C / methanol / 3 h / 30 °C / atmospheric pressure

With sodium tetrahydroborate; sodium azide; hydrogen; triethylamine; lithium bromide; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2005.08.003

Reference yield:

: 685896-66-6
methyl (1S,2R,4R)-N-benzoyl-2-hydroxymethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

: 869195-17-5
methyl (1S,2S,4R)-N-benzoyl-2-aminomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 75 percent / lithium bromide / dimethylformamide / 144 h / Heating

3: 92 percent / sodium azide / dimethylformamide / 5 h / 90 °C

4: hydrogen / Pd/C / methanol / 3 h / 30 °C / atmospheric pressure

With sodium azide; hydrogen; triethylamine; lithium bromide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2005.08.003