(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid(CAS: 4779-31-1)

(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid is a white or off-white crystalline solid with a molecular weight of approximately 342.33 g/mol. It has a high solubility in organic solvents like methanol and ethanol but is less soluble in water. This compound is known for its reactivity in esterification and amide formation reactions. It can be used for peptide synthesis and as a building block in organic synthesis.

(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid can be synthesized via a multi-step process involving the protection of the hydroxyl group, followed by amide formation, and finally deprotection. Commonly used reagents include benzyloxycarbonyl chloride and sodium hydride, with high yield and good selectivity. Detailed protocols are available in the literature.

(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid is predominantly used in the pharmaceutical industry for the synthesis of peptides and other biologically active compounds. It is also utilized in the chemical industry for the development of novel materials and in the sensor industry for its reactivity in detection processes. Its applications in semiconductors and polymers are less common but are being explored.

When handling (3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood due to its potential volatility. Spills should be cleaned up using appropriate absorbent materials and disposed of in accordance with local regulations. Safety data sheets (SDS) should be consulted for detailed handling procedures and emergency response guidelines.