(1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

Base Information

• Chemical Name: (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid
• CAS No.: 1221818-81-0
• Molecular Formula: C12H19NO4
• Molecular Weight: 241.28356
• Mol file: 1221818-81-0.mol

Synonyms:7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

Chemical Property of (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

Chemical Property:

• Boiling Point: 371.0±25.0 °C(Predicted)
• PKA: 4.50±0.20(Predicted)
• Density: 1.232±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

7-(tert-Butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

There total 23 articles about (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid 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: 100.0%

(+/-)-methyl endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylate (197080-73-2) → endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (1221818-81-0,500556-91-2,711082-67-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 11h;

DOI:10.1016/j.tet.2006.09.062

Reference yield: 94.0%

(1S,2R,4R)-2-benzyl 7-tert-butyl 7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate → (1S,2R,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (1221818-81-0,500556-91-2,711082-67-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol;

Reference yield: 76.0%

C7H11NO2 + di-tert-butyl dicarbonate (24424-99-5) → 7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (1221818-81-0,500556-91-2,711082-67-6)

Guidance literature:

C₇H₁₁NO₂; di-tert-butyl dicarbonate; With potassium hydroxide; In tetrahydrofuran; water; at 5 - 30 ℃;

With hydrogenchloride; In water; at 5 - 7 ℃; for 3h; pH=3 - 4;

upstream raw materials:

7-(tert-butyloxycarbonyl)-2-endo-carbethoxy-7-azabicyclo<2.2.1>heptane

(+/-)-methyl endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylate

di-tert-butyl dicarbonate

(1S,4R)-7-Aza-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

Downstream raw materials:

7-(tert-butyloxycarbonyl)-2-exo-carbethoxy-7-azabicyclo<2.2.1>heptane

(+/-)-epiboxidine

(1R,2R,4S)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

(1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

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