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The Synthetic Routes of (3R,4R)-3-(Aminomethyl)-4,5-dimethylhexanoic acid

 Last Update: 2023-05-12
 Source: Internet
 Author: User

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(3R,4R)-3-(Aminomethyl)-4,5-dimethylhexanoic acid is an important intermediate in the chemical industry, which is widely used in the production of various chemicals, cosmetics, and pharmaceuticals.
This article will discuss the synthetic routes of (3R,4R)-3-(Aminomethyl)-4,5-dimethylhexanoic acid.

Via the Reaction of N-(2,2-Dimethyl-1,3-oxazolidin-3-ylidene)acetamide with Sodium Hydroxide and Sodium Cyanide

N-(2,2-Dimethyl-1,3-oxazolidin-3-ylidene)acetamide is reacted with sodium hydroxide and sodium cyanide in the presence of a solvent such as acetonitrile or ether to obtain (3R,4R)-3-(Aminomethyl)-4,5-dimethylhexanoic acid.
The reaction proceeds through a sequence of steps, including the formation of a imine derivative, followed by a ring-opening reaction with sodium hydroxide, and finally a substitution reaction with sodium cyanide.

Via the Reduction of N-(2,2-Dimethyl-1,3-oxazolidin-3-yl)acetonamide with Lithium Aluminum Hydride

N-(2,2-Dimethyl-1,3-oxazolidin-3-yl)acetonamide is reduced with lithium aluminum hydride in the presence of a solvent such as ether or THF to obtain (3R,4R)-3-(Aminomethyl)-4,5-dimethylhexanoic acid.
The reaction proceeds through a reduction of the imine group, followed by a ring-closing reaction to obtain the target acid.

Via the Reduction of N-(2,2-Dimethyl-1,3-oxazolidin-3-ylidene)acetamide with Lithium Aluminum Hydride

N-(2,2-Dimethyl-1,3-oxazolidin-3-ylidene)acetamide is reduced with lithium aluminum hydride in the presence of a solvent such as ether or THF to obtain (3R,4R)-3-(Aminomethyl)-4,5-dimethylhexanoic acid.
The reaction proceeds through a reduction of the imine group, followed by a ring-closing reaction to obtain the target acid.

In summary, (3R,4R)-3-(Aminomethyl)-4,5-dimethylhexanoic acid can be synthesized via the reaction of N-(2,2-Dimethyl-1,3-oxazolidin-3-ylidene)acetamide with sodium hydroxide and sodium cyanide, the reduction of N-(2,2-Dimethyl-1,3-oxazolidin-3-yl)acetonamide with lithium aluminum hydride, and the reduction of N-(2,2-Dimethyl-1,3-oxazolidin-3-ylidene)acetamide with lithium aluminum hydride.
The choice of synthetic route depends on the availability of reagents and the desired yield and purity of the target acid.

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