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The synthesis of 1,1-dimethylethyl (1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.
2.
1]heptane-2-carboxylate, a complex organic compound, involves several synthetic routes.
In the chemical industry, synthetic routes are the recipes used to create chemical products.
Synthetic routes can be classified into different categories, depending on the reactions involved and the starting materials used.
The synthetic routes of 1,1-dimethylethyl (1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.
2.
1]heptane-2-carboxylate have been widely studied and reported in the scientific literature.
One of the most common synthetic routes of 1,1-dimethylethyl (1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.
2.
1]heptane-2-carboxylate involves the following steps:
- Synthesis of 2-azabicyclo[2.
2.
1]heptane-2-carboxylic acid
The synthesis of 2-azabicyclo[2.
2.
1]heptane-2-carboxylic acid involves the reaction of an azide with an aldehyde in the presence of a metal catalyst, such as iron or copper.
The reaction can be summarized as follows:
NaN3 + CHO + [M] → 2-azabicyclo[2.
2.
1]heptane-2-carboxylic acid + [M]
- Synthesis of 6-bromo-1H-benzimidazol-2-ylamine
The synthesis of 6-bromo-1H-benzimidazol-2-ylamine involves the reaction of aniline with bromobenzene in the presence of a base, such as sodium hydroxide or potassium hydroxide.
The reaction can be summarized as follows:
C6H5NH2 + C6Br6 + NaOH → 6-bromo-1H-benzimidazol-2-ylamine + NaBr + H2O
- Synthesis of 1,1-dimethylethyl (1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.
2.
1]heptane-2-carboxylate
The synthesis of 1,1-dimethylethyl (1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.
2.
1]heptane-2-carboxylate involves the reaction of 2-azabicyclo[2.
2.
1]heptane-2-carboxylic acid with 6-bromo-1H-benzimidazol-2-ylamine in the presence of a strong acid catalyst, such as sulfuric acid or phosphoric acid.
The reaction can be summarized as follows:
2-azabicyclo[2.
2.
1]heptane-2-carboxylic acid + 6-bromo-1H-benzimidazol-2-ylamine + HCl → 1,1-dimethylethyl (1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2