[(1R)-3-Methyl-1-({N-[(6-phenyl-2-pyridinyl)carbonyl]-L-threonyl}amino)butyl]boronic acid | CAS No. 847499-27-8

[(1R)-3-Methyl-1-({N-[(6-phenyl-2-pyridinyl)carbonyl]-L-threonyl}amino)butyl]boronic acid

Basic Information

CAS Number

847499-27-8

Molecular Formula

C21H28BN3O5

Molecular Weight

413.28 g/mol

AD

Basic Physical Properties

Density

1.207

OB([C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)c1cccc(n1)c1ccccc1)CC(C)C)O

InChI

InChI=1S/C21H28BN3O5/c1-13(2)12-18(22(29)30)24-21(28)19(14(3)26)25-20(27)17-11-7-10-16(23-17)15-8-5-4-6-9-15/h4-11,13-14,18-19,26,29-30H,12H2,1-3H3,(H,24,28)(H,25,27)/t14-,18+,19+/m1/s1

InChIKey

SJFBTAPEPRWNKH-CCKFTAQKSA-N

LogP

0.7707000000000008

Topological Polar Surface Area

131.78 Ų

Hydrogen Bond Donor/Acceptor

5 / 8

Synonyms & References

English

  • ((R)-1-((2S,3R)-3-Hydroxy-2-(6-phenylpicolinamido)butanamido)-3-methylbutyl)boronic acid
  • CEP-18770 (Delanzomib)
  • [(1R)-3-Methyl-1-({N-[(6-phenyl-2-pyridinyl)carbonyl]-L-threonyl} amino)butyl]boronic acid
  • CEP18770
  • CEP-18770
  • Delanzomib
  • Delanzomib(CEP18770)

MDL Number

MFCD18251439

FAQ

What are the physical and chemical properties of [(1R)-3-Methyl-1-({N-[(6-phenyl-2-pyridinyl)carbonyl]-L-threonyl}amino)butyl]boronic acid (CAS: 847499-27-8)?

This compound is a boronic acid derivative with a molecular weight of approximately 483.42 g/mol. It has a crystalline form and is moderately soluble in water. The compound exhibits acidity and can undergo reactions such as esterification and nucleophilic substitution. It is stable under normal laboratory conditions but may react with strong bases.

How is [(1R)-3-Methyl-1-({N-[(6-phenyl-2-pyridinyl)carbonyl]-L-threonyl}amino)butyl]boronic acid (CAS: 847499-27-8) typically synthesized?

The compound can be synthesized via multistep procedures involving peptide coupling and boronic acid formation. Commonly, the synthesis involves the reaction of a threonyl derivative with a phenylpyridyl carbonyl compound, followed by the introduction of the boronic acid moiety. The process typically achieves high yields and good selectivity.

What industries use [(1R)-3-Methyl-1-({N-[(6-phenyl-2-pyridinyl)carbonyl]-L-threonyl}amino)butyl]boronic acid (CAS: 847499-27-8)?

This compound finds applications in the pharmaceutical industry, particularly in drug discovery and development, due to its role as a linker or scaffolding agent. It is also used in the synthesis of certain polymers and as a component in sensor technologies.

What precautions should be taken when handling [(1R)-3-Methyl-1-({N-[(6-phenyl-2-pyridinyl)carbonyl]-L-threonyl}amino)butyl]boronic acid (CAS: 847499-27-8)?

When handling this compound, it is important to wear appropriate personal protective equipment (PPE) such as gloves and goggles. Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up promptly using absorbent materials, and the material safety data sheet (MSDS) or safety data sheet (SDS) should be consulted for specific disposal instructions. This compound is not flammable but can react with water and other reagents, so it should be stored in a dry, cool place away from strong acids and bases.

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