N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan | CAS No. 18904-53-5

N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan

Basic Information

CAS Number

18904-53-5

Molecular Formula

C24H27N3O5

Molecular Weight

437.5 g/mol

AD

Basic Physical Properties

CC(C)C(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O)NC(=O)OCC3=CC=CC=C3

InChI

InChI=1S/C24H27N3O5/c1-15(2)21(27-24(31)32-14-16-8-4-3-5-9-16)22(28)26-20(23(29)30)12-17-13-25-19-11-7-6-10-18(17)19/h3-11,13,15,20-21,25H,12,14H2,1-2H3,(H,26,28)(H,27,31)(H,29,30)/t20-,21-/m0/s1

InChIKey

OFRAUBNHWUYJIM-SFTDATJTSA-N

LogP

3.2308000000000003

Topological Polar Surface Area

120.52 Ų

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

650

Synonyms & References

English

  • CHEMBL1592072
  • (2S)-2-[(2S)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-METHYLBUTANAMIDO]-3-(1H-INDOL-3-YL)PROPANOIC ACID
  • MLS001243453
  • BS-27397
  • (2S)-3-(1H-indol-3-yl)-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]propanoic acid
  • MFCD00238521
  • HMS2211I16
  • (S)-2-((S)-2-(benzyloxycarbonylamino)-3-methylbutanamido)-3-(1H-indol-3-yl)propanoic acid
  • 18904-53-5
  • Z-VAL-TRP-OH
  • SMR000841577
  • L-Tryptophan,N-[(phenylmethoxy)carbonyl]-L-valyl- (9CI)
  • Z-val-trp-oh
  • Z-VAL-TRP-OME
  • 3,4-DEHYDRO-L-PROLINE AMIDE HYDROCHLORIDE
  • 3,4-DEHYDRO-PROLINE-NH2 HCL
  • H-3,4-Dehydro-Pro-NH2
  • H-DEHYDROPRO-NH2 HCL
  • L-3,4-dehydroprolinamide hydrochloride
  • Z-Val-Trp-OH99%

MDL Number

MFCD00238521

FAQ

What are the physical and chemical properties of N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan (CAS: 18904-53-5)?

N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan has a white crystalline form. Its molecular weight is approximately 467.48 g/mol. It is moderately soluble in water and organic solvents. It is known for its reactivity towards nucleophiles and its stability under acidic conditions. This compound is used in peptide synthesis and pharmaceutical research.

How is N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan (CAS: 18904-53-5) typically synthesized?

N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan is typically synthesized through solid-phase peptide synthesis. The key steps involve the coupling of valine and tryptophan with a benzyloxycarbonyl (Boc) protecting group, followed by deprotection of the Boc group. Commonly used catalysts include DIC and HOBT. The yield is usually around 70-80%. This method allows for controlled synthesis and high purity.

What industries use N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan (CAS: 18904-53-5)?

N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan is primarily used in the pharmaceutical and biotechnology industries due to its importance in peptide and drug synthesis. It is also relevant in the development of new biomolecules and in research for potential therapeutic applications.

What precautions should be taken when handling N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan (CAS: 18904-53-5)?

When handling N-[(Benzyloxy)carbonyl]-L-valyl-L-tryptophan, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Work should be conducted in a well-ventilated area or fume hood. If a spill occurs, it should be immediately cleaned up using absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.

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