8-Boc-8-azabicyclo[3.2.1]...

Base Information

• Chemical Name: 8-Boc-8-azabicyclo[3.2.1]...
• CAS No.: 1366053-52-2
• Molecular Formula: C13H21NO4
• Molecular Weight: 255.314
• Mol file: 1366053-52-2.mol

Synonyms:8-Boc-8-azabicyclo[3.2.1]octane-2-carboxylic acid;8-(tert-Butoxycarbonyl)-8-azabicyclo[3.2.1]octane-2-carboxylic acid

Chemical Property of 8-Boc-8-azabicyclo[3.2.1]...

Chemical Property:

• PSA: 66.84000
• LogP: 2.18700

Purity/Quality:

97% ^*data from raw suppliers

8-Boc-8-Azabicyclo[3.2.1]Octane-2-CarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-Boc-8-azabicyclo[3.2.1]...

There total 6 articles about 8-Boc-8-azabicyclo[3.2.1]... 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%

8-azabicyclo[3.2.1]octane-2,8-dicarboxylic acid, 8-(1,1-dimethylethyl) 2-methyl ester (1033820-28-8) → 8-[(tert-butoxy)carbonyl]-8-azabicyclo[3.2.1]octane-2-carboxylic acid (1366053-52-2)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

Reference yield:

Boc-tropinone (185099-67-6) → 8-[(tert-butoxy)carbonyl]-8-azabicyclo[3.2.1]octane-2-carboxylic acid (1366053-52-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

1.2: 5 h / -78 - 20 °C

2.1: sodium tetrahydroborate / methanol / 4 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 16 h / 20 - 100 °C

5.1: hydrogen / 5% Pd(OH)2/C / methanol / 12 h

6.1: potassium hydroxide; water / methanol / 16 h / 20 °C

6.2: pH 4

With sodium tetrahydroborate; water; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; potassium hydroxide; lithium diisopropyl amide; 5% Pd(OH)2/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

endo-3-hydroxy-8-azabicyclo[3.2.1]octane-2,8-dicarboxylic acid 8-tert-butyl ester exo-2-methyl ester (1366053-46-4) → 8-[(tert-butoxy)carbonyl]-8-azabicyclo[3.2.1]octane-2-carboxylic acid (1366053-52-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 16 h / 20 - 100 °C

3.1: hydrogen / 5% Pd(OH)2/C / methanol / 12 h

4.1: potassium hydroxide; water / methanol / 16 h / 20 °C

4.2: pH 4

With water; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; potassium hydroxide; 5% Pd(OH)2/C; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

Boc-tropinone

endo-3-hydroxy-8-azabicyclo[3.2.1]octane-2,8-dicarboxylic acid 8-tert-butyl ester exo-2-methyl ester

methyl 8-<(1,1-dimethylethoxy)carbonyl>-8-azabicyclo<3.2.1>octa-2-ene-2-carboxylate

8-azabicyclo[3.2.1]octane-2,8-dicarboxylic acid, 8-(1,1-dimethylethyl) 2-methyl ester

Downstream raw materials:

tert-butyl 2-amino-8-azabicyclo[3.2.1]octane-8-carboxylate