4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine

Basic Information

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CAS Number

80102-26-7

Molecular Formula

C15H21NO4

Molecular Weight

279.34 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

84-88 °C

Boiling Point

440.4°C at 760 mmHg

Density

1.14

Water Solubility

Slightly soluble in water.

Flash Point

220.2°C

Refractive Index

1.526

Specific Rotation

30 º (c=1,EtOH)

SMILES

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CC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OC(C)(C)C

InChI

InChI=1S/C15H21NO4/c1-10-5-7-11(8-6-10)9-12(13(17)18)16-14(19)20-15(2,3)4/h5-8,12H,9H2,1-4H3,(H,16,19)(H,17,18)/t12-/m0/s1

InChIKey

JYRWNPUFECDJCX-LBPRGKRZSA-N

LogP

2.5154199999999998

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

340

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

A50149
AM9453
AKOS015890221
A839836
80102-26-7
Boc-L-4-Methylphenylalanine
(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-methylphenyl)propanoic acid
DTXSID50375790
(S)-2-TERT-BUTOXYCARBONYLAMINO-3-P-TOLYL-PROPIONIC ACID
AC-9928
(2S)-3-(4-methylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
MFCD01317027
(S)-2-((tert-butoxycarbonyl)amino)-3-(p-tolyl)propanoic acid
Boc-Phe(4-Me)-OH, >=98.0% (TLC)
SCHEMBL25672
EN300-1589944
Boc-L-4-Methylphe
CS-W012284
(S)-2-(TERT-BUTOXYCARBONYLAMINO)-3-P-TOLYLPROPANOIC ACID
JYRWNPUFECDJCX-LBPRGKRZSA-N
Boc-4-methyl-L-phenylalanine
L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-methyl-
N-TERT-BUTOXYCARBONYL-L-4-METHYL PHENYLALANINE
BOC-4-METHY-L-PHENYLALANINE
Boc-Phe(4-Me)-OH
DS-16139
N-Boc-4-Methyl-L-phenylalanine
BOC-p-Me-Phe-OH
BOC-Phe(4-Me)-OH
BOC-4-methyl-L-phenylalanine
tert-Butoxycarbonyl-L-4-methylphenylalanine

MDL Number

MFCD01317027

FAQ

What are the physical and chemical properties of 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine (CAS: 80102-26-7)?

4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine is a crystalline solid with a molecular weight of approximately 316.4 g/mol. It has a solubility of about 100 mg/mL in water and is slightly soluble in common organic solvents. Chemically, it is stable under normal conditions but can react with strong bases. It is not flammable and has a melting point around 220°C. It is also a chiral compound with the potential for racemization under certain conditions.

How is 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine (CAS: 80102-26-7) typically synthesized?

4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine can be synthesized via a multi-step process involving the protection of the carboxylic acid, functional group manipulation, and subsequent deprotection. Common methods include using di-tert-butyl dicarbonate for protection and TFA for deprotection. This compound is often synthesized using standard reaction conditions, such as refluxing in anhydrous methanol with a suitable catalyst, followed by purification using column chromatography or recrystallization.

What industries use 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine (CAS: 80102-26-7)?

4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine is primarily used in the pharmaceutical industry for the synthesis of various drug candidates. It is also utilized in the polymer industry as a monomer for the synthesis of biodegradable polymers. Additionally, it has potential applications in the sensor and semiconductor industries due to its chiral nature and ability to interact with certain molecules.

What precautions should be taken when handling 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine (CAS: 80102-26-7)?

When handling 4-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine, wear appropriate personal protective equipment (PPE) such as gloves, protective goggles, and laboratory coats. Ensure good ventilation by working in a fume hood. Store the compound in a cool, dry place away from direct sunlight and heat sources. In case of a spill, immediately clean up using appropriate absorbent materials and dispose of waste according to local regulations. Refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.