(2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

Basic Information

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CAS Number

79561-82-3

Molecular Formula

C14H18BrNO4

Molecular Weight

344.21 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

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

117.0 to 121.0 deg-C

Boiling Point

475.3℃ at 760 mmHg

Density

1.5311 (rough estimate)

Flash Point

241.2 °C

Refractive Index

1.6500 (estimate)

Specific Rotation

-14±1° (c=1 in CH3OH)

SMILES

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

InChI

InChI=1S/C14H18BrNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1

InChIKey

ULNOXUAEIPUJMK-LLVKDONJSA-N

LogP

2.969500000000001

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

346

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

J-300378
EN300-331797
AKOS016842794
Boc-D-Phe(4-Br)-OH, >=98.0% (HPLC)
AS-14658
(R)-3-(4-BROMOPHENYL)-2-(BOC-AMINO)PROPANOIC ACID
HY-W002588
(R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid
BOC-4'-BROMO-D-PHE
D-Phenylalanine, 4-bromo-N-[(1,1-dimethylethoxy)carbonyl]-
(2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
ULNOXUAEIPUJMK-LLVKDONJSA-N
Boc-D-phe(4-Br)-OH
(R)-3-(4-Bromophenyl)-2-t-butoxycarbonylaminopropionic Acid
B3945
SCHEMBL763600
AC-9637
4-bromo-N-(tert-butoxycarbonyl)-D-phenylalanine
Boc-4-bromo-D-phenylalanine
DTXSID60427239
PD196408
N-(tert-Butoxycarbonyl)-4-bromo-D-phenylalanine
Q-101617
(R)-3-(4-BROMOPHENYL)-2-(TERT-BUTOXYCARBONYLAMINO)PROPANOIC ACID
Boc-D-4-Bromophenylalanine
N-tert-Butoxycarbonyl-D-4-Bromo Phenylalanine
BOC-D-4-BR-PHE-OH
MFCD00270359
N-Boc-4-bromo-D-phenylalanine
CS-W002588
(2R)-3-(4-bromophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic Acid

MDL Number

MFCD00270359

FAQ

What are the physical and chemical properties of (2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid (CAS: 79561-82-3)?

(2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid is a white crystalline solid with a molecular weight of approximately 341.27 g/mol. It is slightly soluble in water but soluble in organic solvents like DMSO and methanol. It exhibits moderate reactivity, particularly with nucleophiles. This compound is stable under normal conditions but should be stored in a cool, dry place to prevent degradation.

How is (2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid (CAS: 79561-82-3) typically synthesized?

(2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid is usually synthesized via the condensation of 4-bromophenylacetic acid with tert-butoxycarbonyl chloride in the presence of a base such as diisopropylethylamine. The reaction is typically conducted in an organic solvent like dichloromethane or tetrahydrofuran, with high selectivity and yields up to 90%. The product is then purified using column chromatography or recrystallization.

What industries use (2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid (CAS: 79561-82-3)?

(2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid is primarily used in the pharmaceutical industry as an intermediate for the synthesis of bioactive molecules. It is also relevant in the polymer industry for developing new materials with specific properties, and in the sensor industry for creating sensitive detection devices. Additionally, it may find applications in the semiconductor industry for certain processing steps.

What precautions should be taken when handling (2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid (CAS: 79561-82-3)?

Proper handling of (2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid (CAS: 79561-82-3) requires the use of personal protective equipment (PPE) such as gloves and safety goggles. The compound should be stored in a cool, dry place away from direct sunlight and flammable materials. In case of a spill, it should be cleaned up using appropriate absorbent materials and the area should be ventilated. Refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.