N-Benzyloxycarbonylglycine is a compound that holds significance in the realm of organic chemistry. While it may not have direct relevance in the everyday life of the general population, its importance lies in its role as a building block for the synthesis of various pharmaceuticals and biologically active compounds. This compound serves as a crucial precursor in the creation of medications that address a wide range of health conditions, thereby impacting the lives of individuals who rely on these pharmaceutical products for their well-being. Its utilization in drug development underscores its relevance in contributing to advancements in healthcare and medicine.
Table of Contents:
- 💡 Commercial Applications
- ⚗️ Chemical & Physical Properties
- 🏭 Production & Procurement
- ⚠️ Safety Considerations
- 🔬 Potential Research Directions
- 🧪 Related Compounds
💡 Commercial Applications
N-Benzyloxycarbonylglycine, also known as Z-Gly, has several commercial and industrial applications. One of the primary uses of Z-Gly is in peptide synthesis, where it is utilized as a protecting group for the amino acid glycine. This compound helps to protect the amino group of glycine during peptide synthesis, allowing for selective reactions to occur.
In addition to its role in peptide synthesis, N-Benzyloxycarbonylglycine is also used as an intermediate in the production of pharmaceuticals and agrochemicals. This compound serves as a valuable building block in the synthesis of various drugs, particularly those targeting neurological disorders and cancer. Its versatility and reactivity make it a key component in the pharmaceutical industry’s synthetic pathways.
N-Benzyloxycarbonylglycine has found important applications in the field of drug discovery and development. As a protected amino acid derivative, Z-Gly is used in the design and synthesis of new drug candidates. Its ability to selectively react with other molecules and form stable complexes makes it a valuable tool for medicinal chemists in the creation of novel therapeutics. Due to its utility and versatility, N-Benzyloxycarbonylglycine plays a crucial role in the development of innovative medications for various medical conditions.
⚗️ Chemical & Physical Properties
N-Benzyloxycarbonylglycine is a white crystalline solid with no distinct odor. Its appearance is similar to that of sugar or table salt.
The molar mass of N-Benzyloxycarbonylglycine is approximately 243.25 g/mol, and its density is around 1.31 g/cm³. Compared to common food items like sugar (molar mass of 342.30 g/mol, density of 1.59 g/cm³) and table salt (molar mass of 58.44 g/mol, density of 2.16 g/cm³), the N-Benzyloxycarbonylglycine has a lower molar mass and density.
N-Benzyloxycarbonylglycine has a melting point of about 102-104°C and a boiling point of around 389.82°C. Compared to common food items like butter (melting point of 32-35°C, boiling point of 150-200°C) and olive oil (melting point of -6°C, boiling point of 190-240°C), N-Benzyloxycarbonylglycine has higher melting and boiling points.
N-Benzyloxycarbonylglycine is sparingly soluble in water and has a low viscosity. Compared to common food items like sugar (high solubility in water, low viscosity) and honey (low solubility in water, high viscosity), N-Benzyloxycarbonylglycine has lower solubility and viscosity in water.
🏭 Production & Procurement
N-Benzyloxycarbonylglycine is typically produced through the reaction between benzyloxycarbonyl chloride and glycine in the presence of a base, such as triethylamine. This reaction forms a white solid precipitate, which can be isolated and purified through recrystallization to obtain high purity N-Benzyloxycarbonylglycine.
The procurement of N-Benzyloxycarbonylglycine involves obtaining the necessary starting materials, such as benzyloxycarbonyl chloride and glycine, from chemical suppliers. These materials are then combined in a controlled reaction environment to generate the desired product. Once synthesized, N-Benzyloxycarbonylglycine can be transported in a dry, inert atmosphere to prevent degradation or contamination during transit.
Transporting N-Benzyloxycarbonylglycine typically involves packaging the compound in a suitable container, such as a glass vial or amber bottle, to protect it from light and moisture. The compound may be shipped via ground or air transport depending on the requirements of the recipient. It is essential to follow proper handling and storage guidelines to ensure the integrity of N-Benzyloxycarbonylglycine during procurement and transportation.
⚠️ Safety Considerations
Safety considerations for N-Benzyloxycarbonylglycine include its potential to cause skin and eye irritation. Proper personal protective equipment should be worn when handling this compound, including gloves and safety goggles. Additionally, it should be stored in a cool, dry place away from incompatible materials to prevent any potential hazards.
Hazard statements for N-Benzyloxycarbonylglycine include “Causes skin irritation” and “Causes serious eye irritation.” These statements indicate the potential risks associated with this compound and emphasize the importance of handling it with care. Proper precautions should be taken to avoid skin and eye contact to prevent any adverse effects.
Precautionary statements for N-Benzyloxycarbonylglycine include “Avoid breathing dust/fume/gas/mist/vapors/spray” and “Wear protective gloves/protective clothing/eye protection/face protection.” These statements highlight the necessary precautions that should be taken when working with this compound to minimize the risk of exposure and potential harm. Proper ventilation should also be ensured to reduce the inhalation of any harmful particles.
🔬 Potential Research Directions
Research on N-Benzyloxycarbonylglycine is currently in its early stages, with potential directions including the investigation of its properties as a protease inhibitor. Studies may focus on exploring its efficacy in inhibiting specific enzymes and its potential applications in drug development.
Further research could also delve into the synthesis and characterization of novel derivatives of N-Benzyloxycarbonylglycine. This may involve exploring different substitution patterns or modifications to the benzyl group, in order to elucidate structure-activity relationships and optimize the compound’s pharmacological properties.
Additionally, investigations into the biological activities of N-Benzyloxycarbonylglycine and its derivatives may uncover new potential therapeutic applications. Studies may look into its antimicrobial, anti-inflammatory, or anticancer properties, providing valuable insights into the compound’s mechanism of action and potential clinical relevance.
🧪 Related Compounds
One similar compound to N-Benzyloxycarbonylglycine based upon molecular structure is N-Benzyloxycarbonylalanine. This compound consists of an alanine amino acid with a benzyloxycarbonyl group attached to the amino group. Like N-Benzyloxycarbonylglycine, N-Benzyloxycarbonylalanine is often used in peptide synthesis due to its ability to protect the amino group.
Another compound with a similar molecular structure to N-Benzyloxycarbonylglycine is N-Benzyloxycarbonylphenylalanine. This compound contains a phenylalanine amino acid with a benzyloxycarbonyl group attached to the amino group. N-Benzyloxycarbonylphenylalanine is commonly utilized in peptide synthesis for its protective properties and stability during various chemical reactions.
One additional compound resembling N-Benzyloxycarbonylglycine in terms of molecular structure is N-Benzyloxycarbonylvaline. This compound comprises a valine amino acid with a benzyloxycarbonyl group linked to the amino group. N-Benzyloxycarbonylvaline is often utilized in peptide synthesis as a protective group due to its ability to prevent unwanted reactions on the amino group.
