1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine

Basic Information

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CAS Number

84030-19-3

Molecular Formula

C28H25N3O4

Molecular Weight

467.53 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

167-171℃

Boiling Point

739.4°C at 760 mmHg

Density

1.30±0.1 g/cm3 (20 ºC 760 Torr),

Flash Point

401°C

Solubility

Insuluble (5.6E-3 g/L) (25 ºC),

Refractive Index

1.662

SMILES

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c1ccc(cc1)Cn2cc(nc2)C[C@@H](C(=O)O)NC(=O)OCC3c4ccccc4-c5c3cccc5

InChI

InChI=1S/C28H25N3O4/c32-27(33)26(14-20-16-31(18-29-20)15-19-8-2-1-3-9-19)30-28(34)35-17-25-23-12-6-4-10-21(23)22-11-5-7-13-24(22)25/h1-13,16,18,25-26H,14-15,17H2,(H,30,34)(H,32,33)/t26-/m0/s1

InChIKey

AZBCBZPTQNYCPF-SANMLTNESA-N

LogP

4.465800000000003

Topological Polar Surface Area

93.45 Å²

Hydrogen Bond Donor/Acceptor

2 / 7

Complexity

705

Synonyms & References

English

3-(1-benzylimidazol-4-yl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Fmoc-his(bzl)-oh
Fmoc-L-His(Bzl)-OH
NA-FMOC-NIM-BENZYL-L-HISTIDINE
Nα-Fmoc-Nim-benzyl-L-histidine
EINECS 281-790-6
NSC 334298

MDL Number

MFCD00038537

FAQ

What are the physical and chemical properties of 1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 84030-19-3)?

1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine is a white to off-white crystalline solid with a molecular weight of approximately 637.56 g/mol. It has a low solubility in water (less than 1 mg/mL at 25°C) and is more soluble in organic solvents such as methanol and acetonitrile. The compound shows moderate reactivity towards nucleophiles and can be used in various chemical reactions, particularly in peptide synthesis and drug development.

How is 1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 84030-19-3) typically synthesized?

1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine is synthesized using solid-phase peptide synthesis (SPPS) techniques. The synthesis involves coupling the 9-fluorenylmethoxycarbonyl (Fmoc) protected histidine with the benzyl ester, followed by removal of the Fmoc group. Commonly used conditions include the use of coupling agents like HATU and DIPEA in an N,N-dimethylformamide (DMF) solvent. The overall yield is typically around 70-85%, depending on the purity of starting materials and reaction conditions.

What industries use 1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 84030-19-3)?

1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine is primarily used in the pharmaceutical industry for drug development and peptide synthesis. It is also relevant to the polymer industry for the synthesis of functional polymers and in the semiconductor industry for the development of organic electronic materials. Its use in sensors and as a reagent in other chemical processes is also growing due to its unique chemical properties.

What precautions should be taken when handling 1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 84030-19-3)?

When handling 1-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine, it is important to follow safety guidelines. Personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate solvents and protective gear. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and follow all laboratory safety protocols.