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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-trityl-D-histidine(CAS: 135610-90-1)

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-trityl-D-histidine
CAS Number

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Basic Information

Molecular Formula
C40H33N3O4
Molecular Weight
619.72 g/mol

Physical Properties

Melting Point
141-146 °C
Boiling Point
811.7°C at 760 mmHg
Density
1.2400
Flash Point
444.7°C

Chemical Identifiers

SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=C(N=C4)CC(C(=O)O)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57
InChIKey
XXMYDXUIZKNHDT-DIPNUNPCSA-N

Database References

MDL Number
MFCD00077061

FAQ

This compound is a solid with a crystalline form. Its molecular weight is approximately 857.6 g/mol. It has a low solubility in water but is more soluble in organic solvents such as DMSO and DMF. Chemically, it is highly reactive, particularly towards nucleophiles, and is often used in peptide synthesis due to its stability and ease of protection.
This compound is synthesized using fluorenylmethoxycarbonyl (Fmoc) chemistry. The Fmoc-protected histidine is coupled to a trityl-protected amino acid or peptide via standard peptide coupling reactions. Typical conditions involve the use of HATU or DCC as coupling agents, and diisopropylethylamine as a base. The product is purified by flash chromatography or reversed-phase HPLC.
This compound is primarily used in the pharmaceutical industry for the synthesis of peptide drugs. It is also relevant in polymer chemistry for the preparation of functional polymers, and in sensor technology for probe molecules. Additionally, it has applications in semiconductor materials for specific functional groups.
When handling this compound, appropriate personal protective equipment (PPE) should be used, including gloves, lab coat, and safety goggles. Handling should be conducted in a well-ventilated area or fume hood. Spills should be handled using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.

Safety Notice

Please verify product specifications and safety data before use. Contact the supplier for detailed safety information.

Always follow proper handling procedures

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