Fmoc-4-Amino-L-phenylalanine

Basic Information

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CAS Number

95753-56-3

Molecular Formula

C24H22N2O4

Molecular Weight

402.45 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 Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

671.5℃ at 760 mmHg

SMILES

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

InChI

InChI=1S/C24H22N2O4/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,13-14,25H2,(H,26,29)(H,27,28)/t22-/m0/s1

InChIKey

VALNSJHHRPSUDO-QFIPXVFZSA-N

LogP

3.8032000000000004

Topological Polar Surface Area

101.64999999999999 Å²

Hydrogen Bond Donor/Acceptor

4 / 6

Complexity

582

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

Fmoc-4-Amino-L-phenylalanine
(S)-N-(9-Fluorenylmethyloxycarbonyl)-4-aminophenylalanine
Fmoc-4-Amino-Phe-OH
(2S)-3-(4-aminophenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
FMOC-4-ao-L-phenylalanine
Fmoc-p-amino-Phe-OH
Fmoc-Phe(4-NH2)-OH
FMOC-PHE(P-NH2)-OH
4-Amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-phenylalanine (ACI)
L
(S)-2-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]-3-(4-aminophenyl)propanoic acid
4-Amino-N-Fmoc-L-phenylalanine
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-aminophenyl)propanoic acid
(2S)-3-(4-aminophenyl)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
M01308
95753-56-3
N-alpha-(9-Fluorenylmethyloxycarbonyl)-4-amino-L-phenylalanine (Fmoc-L-Phe(4-Boc-NH)-OH)
4-amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-phenylalanine
AKOS015912119
KR3QK6R4XM
Fmoc-4-Amino phenylalanine, L-
I10004
MFCD00237664
(2S)-3-(4-aminophenyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
Fmoc-4-amino-Phe-OH
DTXSID70427200
Fmoc-L-Phe(4-NH2)-OH
SCHEMBL3206266
VALNSJHHRPSUDO-QFIPXVFZSA-N
AS-59325
AKOS015922832

MDL Number

MFCD00237664

Customs Code

2924299090

FAQ

What are the physical and chemical properties of Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3)?

Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3) is a solid compound with a crystalline form. Its molecular weight is approximately 305.3 g/mol. It has limited solubility in water and is more soluble in organic solvents like methanol and acetonitrile. The compound is highly reactive, particularly under basic conditions, and can participate in nucleophilic substitution reactions.

How is Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3) typically synthesized?

Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3) is synthesized through solid-phase peptide synthesis (SPPS). The synthesis involves coupling Fmoc-protecting groups with appropriate amino acids and removing the Fmoc-protecting group under basic conditions. The reaction is typically catalyzed by diisopropylethylamine and performed in anhydrous conditions to ensure high yield and selectivity.

What industries use Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3)?

Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3) is primarily used in the pharmaceutical industry for the synthesis of peptide-based drugs. It is also utilized in the polymer and sensor industries for modifying the properties of polymers and improving sensor performance. Additionally, it finds applications in the semiconductor industry due to its ability to form stable bonds with various materials.

What precautions should be taken when handling Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3)?

When handling Fmoc-4-Amino-L-phenylalanine (CAS: 95753-56-3), ensure that gloves, goggles, and a lab coat are worn to protect against skin and eye contact. Work in a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and emergency response procedures.