The compound (4R)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-hydroxypentanoic acid ethyl ester is a chemically synthesized molecule often used as an intermediate in organic chemistry, particularly in the synthesis of peptides or other complex organic compounds.

Chemical Structure and Nomenclature:

• IUPAC Name: (4R)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-hydroxypentanoic acid ethyl ester.

• Common Name: This compound may also be referred to by a simpler name if it's used as a building block in synthetic chemistry, such as a "Boc-protected amino acid derivative" (as suggested by the Boc group).

Structure Breakdown:

1. (4R): Indicates the stereochemistry of the molecule. The "(4R)" specifies that the compound has a chiral center at the 4th carbon, and the configuration is the "R" (rectus) form, meaning the substituents are arranged in a specific three-dimensional orientation.

2. 4-[[(1,1-Dimethylethoxy)carbonyl]amino]:

• This part of the name indicates a functional group attached to the fourth carbon of the pentanoic acid chain.

• (1,1-Dimethylethoxy)carbonyl: Also known as the Boc group (tert-butoxycarbonyl), is a protecting group commonly used in organic synthesis, especially in peptide chemistry, to protect amino groups from reacting.

• Amino: The nitrogen atom is connected to the Boc group, protecting the amine functionality.

3. 5-hydroxypentanoic acid:

• Refers to a five-carbon carboxylic acid chain with a hydroxyl (OH) group attached to the fifth carbon.

4. Ethyl ester:

• The carboxylic acid group of the 5-hydroxypentanoic acid is esterified with ethanol, forming an ethyl ester group.

Potential Uses:

• Peptide Synthesis: This compound is likely used as an intermediate in the synthesis of peptides or other amino acid derivatives. The Boc group protects the amino group during various steps in synthesis, which can later be removed under specific conditions.

• Pharmaceutical Chemistry: It may be part of the synthesis pathway for drugs or other bioactive molecules, where precise stereochemistry and functional group protection are crucial.

Synthesis and Reactivity:

• Protection: The Boc group protects the amine group during chemical reactions, preventing it from reacting until the desired point in the synthesis when it can be removed.

• Ester Group: The ethyl ester allows the compound to be incorporated into larger molecules or to be hydrolyzed to yield the free acid at a later stage.

• Chirality: The (4R) configuration is important in stereoselective synthesis, where the orientation of substituents can affect the biological activity of the final product.

Handling and Safety:

• Stability: The compound should be handled under controlled conditions, avoiding moisture and light that might degrade the Boc protecting group.

• Safety: As with many organic chemicals, care should be taken to avoid inhalation, ingestion, or contact with skin and eyes. It should be handled in a well-ventilated area with appropriate personal protective equipment.

Summary:

The compound is a specialized reagent used in organic synthesis, particularly in peptide chemistry, where protecting groups like Boc are essential for controlling reactions. The (4R) stereochemistry and functional groups make it a useful building block for creating complex organic molecules with specific structural requirements.

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