N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-(trifluoromethyl)-D-phenylalanine

Basic Information

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CAS Number

82317-83-7

Molecular Formula

C15H18F3NO4

Molecular Weight

333.31 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

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

135-140 ºC

Boiling Point

431.41°C/760mmHg

Density

1.2700

Flash Point

214.7 °C

Refractive Index

1.49

SMILES

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

InChI

InChI=1S/C15H18F3NO4/c1-14(2,3)23-13(22)19-11(12(20)21)8-9-4-6-10(7-5-9)15(16,17)18/h4-7,11H,8H2,1-3H3,(H,19,22)(H,20,21)/t11-/m1/s1

InChIKey

SMVCCWNHCHCWAZ-LLVKDONJSA-N

LogP

3.2258000000000013

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

423

Safety Information

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Hazard Statement

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

BOC-D-4-TRIFLUOROMETHYLPHE
Boc-D-4-Trifluoromethylphenylalanine
CS-W009849
4-(Trifluoromethyl)-L-phenylalanine, N-BOC protected (Boc-L-Phe(4-CF3)-OH)
(2R)-2-[(tert-butoxycarbonyl)amino]-3-[4-(trifluoromethyl)phenyl]propanoic acid
(R)-2-(tert-butoxycarbonylamino)-3-(4-(trifluoromethyl)phenyl) propanoic acid
(R)-2-((tert-Butoxycarbonyl)amino)-3-(4-(trifluoromethyl)phenyl)propanoic acid
Boc-L-phe(4-CF3)-OH
Boc-D-Phe(4-CF3)-OH, >=98.0% (TLC)
AC-9981
N-[(1,1-dimethylethoxy)carbonyl]-4-(trifluoromethyl)-D-phenylalanine
Boc-D-Phe(4-CF3)-OH
MFCD00792407
AM83502
(R)-2-(TERT-BUTOXYCARBONYLAMINO)-3-(4-(TRIFLUOROMETHYL)PHENYL)PROPANOIC ACID
GS-6171
SCHEMBL3556235
H10503
Boc-4-Trifluoromethyl-D-Phenylalanine
AKOS015890209
D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-(trifluoromethyl)-
(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(trifluoromethyl)phenyl]propanoic acid
N-(t-butoxycarbonyl)-4-(trifluoromethyl)-d-phenylalanine
Boc-4-(trifluoromethyl)-D-phenylalanine
82317-83-7
N-(tert-butoxycarbonyl)-4-(trifluoromethyl)-D-phenylalanine
MFCD00797557
BOC-D-4-Trifluoromethylphe
BOC-4-(trifluoromethyl)-D-phenylalanine
BOC-D-Phe(4-CF3)-OH
BOC-D-Phe(4-trifluoromethyl)-OH

MDL Number

MFCD00797557

FAQ

What are the physical and chemical properties of N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-(trifluoromethyl)-D-phenylalanine (CAS: 82317-83-7)?

This compound is a solid with a crystalline form. It has a high molecular weight due to its complex structure. The compound is poorly soluble in water but more soluble in organic solvents like dichloromethane and acetonitrile. It shows limited reactivity but can undergo ester hydrolysis under basic conditions. Its solubility and reactivity make it useful in certain synthetic processes and pharmaceutical applications.

How is N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-(trifluoromethyl)-D-phenylalanine (CAS: 82317-83-7) typically synthesized?

This compound is synthesized via a multi-step process that includes protection of the D-phenylalanine, introduction of the trifluoromethyl group, and formation of the ester linkage. Commonly used catalysts include esters of carboxylic acids. The synthesis typically yields high purity products with good selectivity and yield, making it suitable for commercial production.

What industries use N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-(trifluoromethyl)-D-phenylalanine (CAS: 82317-83-7)?

This compound is primarily used in the pharmaceutical industry, particularly in the development of anti-inflammatory drugs. It also finds applications in the polymer industry for the synthesis of high-performance polymers, and in the semiconductor industry for the production of organic light-emitting diodes (OLEDs).

What precautions should be taken when handling N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-(trifluoromethyl)-D-phenylalanine (CAS: 82317-83-7)?

When handling this compound, appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. Work should be conducted in a well-ventilated environment or a fume hood. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Safety data sheets (SDS) should be consulted for detailed handling instructions and emergency procedures.