4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine

Basic Information

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CAS Number

198545-76-5

Molecular Formula

C24H20BrNO4

Molecular Weight

466.33 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Refractive Index

1.6500 (estimate)

SMILES

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C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=C(C=C4)Br)C(=O)O

InChI

InChI=1S/C24H20BrNO4/c25-16-11-9-15(10-12-16)13-22(23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m1/s1

InChIKey

TVBAVBWXRDHONF-JOCHJYFZSA-N

LogP

4.983500000000004

Topological Polar Surface Area

75.63000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

584

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

Fmoc-D-phe(4-Br)-OH
Fmoc-4-bromo-D-phenylalanine
N-Fluorenemethoxycarbonyl-L-4-Bromo Phenylalanine
(2R)-3-(4-bromophenyl)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
AC-9639
(R)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-3-(4-BROMOPHENYL)PROPANOIC ACID
Fmoc-D-4-Bromophenylalanine
EN300-624061
Fmoc-D-4-bromophenylalanine, AldrichCPR
FMOC-4'-BROMO-D-PHE
(2R)-3-(4-bromophenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
SCHEMBL3195536
Z2044793014
FMOC-D-4-BR-PHE-OH
PS-12136
J-300380
FMOC-D-4-BROMOPHE
Fmoc-4-Bromo-D-Phenylalanin
(2R)-3-(4-bromophenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoate
D-Phenylalanine, 4-bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
AKOS015837361
AM82720
Fmoc-D-Phe(4-Br)-OH.nH2O
198545-76-5
MFCD00273459
A814007
CS-W009382
Fmoc-D-4-bromophenylalanine (Fmoc-D-Phe(4-Br)-OH)
(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-bromophenyl)propanoic acid
DTXSID40427252
4-Bromo-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-D-phenylalanine

MDL Number

MFCD00273459

FAQ

What are the physical and chemical properties of 4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine (CAS: 198545-76-5)?

4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine is a white crystalline solid at room temperature. Its molecular weight is approximately 469.32 g/mol. This compound is slightly soluble in water and more soluble in organic solvents like methanol and dichloromethane. It is chemically stable under normal conditions but can react with strong bases and reducing agents. The compound shows low reactivity with common organic reagents.

How is 4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine (CAS: 198545-76-5) typically synthesized?

4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine can be synthesized through multi-step reactions. The synthesis typically involves the installation of a fluorenylmethoxycarbonyl (Fmoc) protecting group on D-phenylalanine, followed by the introduction of a bromine atom. Commonly used reagents include Fmoc-Cl and bromine in a suitable solvent. The reaction is carried out under anhydrous conditions and protected from moisture.

What industries use 4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine (CAS: 198545-76-5)?

4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine is primarily used in the pharmaceutical industry for the development of novel drugs. It can also find applications in polymer chemistry and as a key intermediate in various organic synthesis processes. Additionally, it may be used in the production of chemical sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling 4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine (CAS: 198545-76-5)?

When handling 4-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanine, it is important to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbents, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.