(3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid

Basic Information

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CAS Number

83509-88-0

Molecular Formula

C12H15NO4

Molecular Weight

237.26 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

435.6±38.0℃ at 760 mmHg

SMILES

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C[C@@H](CC(=O)O)NC(=O)OCc1ccccc1

InChI

InChI=1S/C12H15NO4/c1-9(7-11(14)15)13-12(16)17-8-10-5-3-2-4-6-10/h2-6,9H,7-8H2,1H3,(H,13,16)(H,14,15)/t9-/m0/s1

InChIKey

HYWJKPFAIAWVHP-VIFPVBQESA-N

LogP

1.7759999999999998

Topological Polar Surface Area

75.63000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Synonyms & References

English

(S)-3-(((Benzyloxy)carbonyl)amino)butanoic acid
(3S)-3-(phenylmethoxycarbonylamino)butanoic acid
Butanoic acid,3-[[(phenylmethoxy)carbonyl]amino]-, (3S)-
Z-Β-HOMOALA-OH

MDL Number

MFCD08277048

FAQ

What are the physical and chemical properties of (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0)?

The compound (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0) is a white crystalline solid with a molecular weight of approximately 284.27 g/mol. It has a pKa of about 8.7 in aqueous solutions and is slightly soluble in water. Chemically, it can undergo esterification and amide formation. It is reactive under basic conditions and can be used in peptide synthesis.

How is (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0) typically synthesized?

The compound (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0) is typically synthesized by the coupling of benzyloxycarbonyl chloride with aminobutanoic acid. Commonly used catalysts include triethylamine and HOBt. The reaction is carried out in anhydrous organic solvents such as dichloromethane under anhydrous conditions to achieve high yield and selectivity.

What industries use (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0)?

The compound (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0) is primarily used in the pharmaceutical industry for the synthesis of peptides and proteins. It is also used in the polymer industry for the development of biodegradable polymers and in the sensor industry for the creation of sensitive detection devices.

What precautions should be taken when handling (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0)?

When handling (3S)-3-{[(Benzyloxy)carbonyl]amino}butanoic acid (CAS: 83509-88-0), it is important to use proper protective equipment such as gloves, goggles, and a lab coat. The substance should be stored in a cool, dry place away from moisture. Spills should be cleaned up using appropriate procedures and personal protective equipment. An SDS should be consulted for detailed safety information.