N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine

Basic Information

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CAS Number

116611-64-4

Molecular Formula

C21H19N3O4

Molecular Weight

377.4 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

Basic Physical Properties

SMILES

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C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CN=CN4)C(=O)O

InChI

InChI=1S/C21H19N3O4/c25-20(26)19(9-13-10-22-12-23-13)24-21(27)28-11-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-8,10,12,18-19H,9,11H2,(H,22,23)(H,24,27)(H,25,26)/t19-/m0/s1

InChIKey

SIRPVCUJLVXZPW-IBGZPJMESA-N

LogP

2.9441000000000006

Topological Polar Surface Area

104.30999999999999 Å²

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

550

Synonyms & References

English

Q-101829
HY-W048911
A-Fmoc -L-histidine
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1H-imidazol-4-yl)propanoicacid
EN300-81310
(S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-3-(1H-IMIDAZOL-4-YL)PROPANOIC ACID
AKOS012614848
SIRPVCUJLVXZPW-IBGZPJMESA-N
Fmoc-His-OH
MFCD00190885
FMOC-L-Histidine
AS-35004
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1H-imidazol-5-yl)propanoic acid
Fmoc-His-OH, AldrichCPR
L-Histidine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
116611-64-4
(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-histidine
A-Fmoc-L-histidine
AM81806
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1H-imidazol-4-yl)propanoic acid
N alpha -Fmoc-L-histidine
(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(1H-imidazol-4-yl)propanoic acid
PD197205
AKOS037643742
A893554
N-
DTXSID40427070
SCHEMBL1405811
AKOS015837335
CS-0101093
FMOC-HIS

MDL Number

MFCD00190885

Customs Code

2933290090

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 116611-64-4)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine is a white to off-white solid with a molecular weight of approximately 522.4 g/mol. It has a low aqueous solubility and is highly reactive towards nucleophiles. This compound is typically crystalline and stable under normal conditions.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 116611-64-4) typically synthesized?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine is synthesized through a multi-step process involving the protection of the amino group of histidine, followed by coupling with fluoren-9-ylmethanol using a suitable coupling agent like HATU or EDC. The yield is generally high, and the reaction is selective.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 116611-64-4)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine is primarily used in the pharmaceutical industry for the synthesis of peptide-based drugs. It also finds applications in the polymer industry for the preparation of functional polymers and in the semiconductor industry for use in organic electronic devices.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine (CAS: 116611-64-4)?

Handle N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-histidine in a fume hood to avoid inhalation. Wear gloves and eye protection. Store the compound in a cool, dry place away from direct sunlight. In case of spill, use appropriate PPE and follow standard safety procedures for chemical spills. Always consult the Safety Data Sheet (SDS) for detailed handling instructions.