N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine

Basic Information

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CAS Number

77128-72-4

Molecular Formula

C25H23NO5

Molecular Weight

417.46 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

Basic Physical Properties

Melting Point

159.0 to 163.0 deg-C

Boiling Point

647.8°C at 760 mmHg

Specific Rotation

-25° to -29° (c=1, DMF)

SMILES

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COC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

InChI

InChI=1S/C25H23NO5/c1-30-17-12-10-16(11-13-17)14-23(24(27)28)26-25(29)31-15-22-20-8-4-2-6-18(20)19-7-3-5-9-21(19)22/h2-13,22-23H,14-15H2,1H3,(H,26,29)(H,27,28)/t23-/m0/s1

InChIKey

JYQODLWFOPCSCS-QHCPKHFHSA-N

LogP

4.229600000000002

Topological Polar Surface Area

84.86 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

595

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

JYQODLWFOPCSCS-QHCPKHFHSA-N
(S)-FMOC-4-METHOXY-BETA-PHENYLALANINE
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxyphenyl)propanoic acid
AKOS015896041
EN300-3395154
Fmoc-(S)-3-amino-3-(4-methoxyphenyl)propionic acid
Fmoc-L-tyrosine methyl ether
FMOC-4-METHOXYPHENYLALANINE
HY-W010943
PS-12805
Fmoc-4-Methoxy-L-phenylalanine
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-methyl-L-tyrosine (Fmoc-L-Tyr(Me)-OH)
A838965
77128-72-4
(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-methoxyphenyl)propanoic acid
FMOC-L-BETA-PHE(4-OME)-OH
fmoc-(O-methyl)-l-tyrosine
(S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-3-(4-METHOXYPHENYL)PROPANOIC ACID
(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(4-methoxyphenyl)propanoic acid
L-Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-
MFCD00153368
AM82330
AC-25341
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-methoxyphenyl)propanoic acid
AKOS015837302
(s)-3-(4-methoxy-phenyl)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-propionic acid
FMOC-L-4-METHOXYPHE
CS-W011659
Fmoc-O-methyl-L-tyrosine
Fmoc-Tyr(Me)-OH, AldrichCPR
SCHEMBL1311051

MDL Number

MFCD00153368

Customs Code

29242990

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine (CAS: 77128-72-4)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine is a white crystalline solid with a molecular weight of approximately 414.4 g/mol. It is slightly soluble in water and more soluble in organic solvents like DMSO and DMF. This compound is reactive towards nucleophiles and can undergo esterification and other organic reactions. It is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine (CAS: 77128-72-4) typically synthesized?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine is synthesized via multi-step reactions including acylation, methylation, and coupling with fluorenylmethanol. Common reagents include carbodiimides and hydroxybenzotriazoles as coupling agents, with yields varying between 70-90%. The synthesis is typically performed in polar aprotic solvents under anhydrous conditions.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine (CAS: 77128-72-4)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine is used in pharmaceuticals for drug synthesis and modification. It is also employed in the development of sensors and semiconductors, particularly in the field of organic electronics. Its unique chemical structure makes it valuable in polymer chemistry for the synthesis of advanced materials.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine (CAS: 77128-72-4)?

When handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyltyrosine, wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Ensure the work is conducted in a well-ventilated area or a fume hood. Store the compound in a cool, dry place away from direct sunlight and flammable materials. In case of spillage, refer to the Safety Data Sheet (SDS) for appropriate cleanup procedures.