Boc-DL-Dap(boc)-OH

Basic Information

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CAS Number

104010-92-6

Molecular Formula

C13H24N2O6

Molecular Weight

304.34 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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O=C(OC(C)(C)C)NC[C@@H](C(=O)O)NC(=O)OC(C)(C)C

InChI

InChI=1S/C13H24N2O6/c1-12(2,3)20-10(18)14-7-8(9(16)17)15-11(19)21-13(4,5)6/h8H,7H2,1-6H3,(H,14,18)(H,15,19)(H,16,17)/t8-/m0/s1

InChIKey

UDZLUXXCXDIIOK-QMMMGPOBSA-N

LogP

1.4889999999999997

Topological Polar Surface Area

113.96 Å²

Hydrogen Bond Donor/Acceptor

3 / 8

Synonyms & References

English

2,3-Bis((tert-butoxycarbonyl)amino)propanoic acid
2,3-bis(tert-butoxycarbonylamino)propanoic acid
2,3-Bis[(tert-butoxycarbonyl)amino]propionic acid
D,L-N,N'-Di-tert-butoxycarbonyl-2,3-diaminopropionic acid
N,N'-Bis-Boc-2,3-diaMinopropionic acid
N,N'-Bis(tert-butoxycarbonyl)-2,3-diaminopropionic acid

MDL Number

MFCD16036256

FAQ

What are the physical and chemical properties of Boc-DL-Dap(boc)-OH (CAS: 104010-92-6)?

Boc-DL-Dap(boc)-OH (CAS: 104010-92-6) is a white to off-white crystalline powder with a molecular weight of approximately 244.38 g/mol. It has a high solubility in water and organic solvents. Chemically, it is reactive towards amine and carboxylic acid functionalities, making it useful in peptide synthesis. It is also known for its stability under normal storage conditions.

How is Boc-DL-Dap(boc)-OH (CAS: 104010-92-6) typically synthesized?

Boc-DL-Dap(boc)-OH (CAS: 104010-92-6) is synthesized through the amidation reaction of Boc-DL-diamine with BOC (tert-butoxycarbonyl) chloride. The reaction is typically catalyzed by a base such as diisopropylethylamine (DIPEA) and proceeds in an organic solvent like dichloromethane. The product is isolated by filtration and recrystallization.

What industries use Boc-DL-Dap(boc)-OH (CAS: 104010-92-6)?

Boc-DL-Dap(boc)-OH (CAS: 104010-92-6) is widely used in the pharmaceutical industry for the synthesis of peptides and proteins. It is also utilized in the production of polymers and sensors due to its reactivity and stability. In semiconductors, it can be used as a precursor in the deposition of thin films.

What precautions should be taken when handling Boc-DL-Dap(boc)-OH (CAS: 104010-92-6)?

When handling Boc-DL-Dap(boc)-OH (CAS: 104010-92-6), it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and lab coat. Work should be conducted in a fume hood to minimize inhalation risks. Spills should be carefully cleaned up with appropriate absorbents, and the area should be ventilated. Always consult the safety data sheet (SDS) for detailed handling instructions and emergency procedures.