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

Base Information

Chemical Name:methyl (1S,2S,4R)-N-benzoyl-2-azidomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate
CAS No.:869195-13-1
Molecular Formula:C₁₆H₁₈N₄O₃
Molecular Weight:314.344
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 4 articles about methyl (1S,2S,4R)-N-benzoyl-2-azidomethyl-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: 92.0%

: 869195-00-6
methyl (1S,2R,4R)-N-benzoyl-2-bromomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

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

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; for 5h;
DOI:10.1016/j.tetasy.2005.08.003

Reference yield: 83.0%

: 869195-03-9
methyl (1S,2R,4R)-N-benzoyl-2-methylsulfonyloxymethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

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

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 24h;
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

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

Guidance literature:: Multi-step reaction with 4 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

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