N-[(Benzyloxy)carbonyl]phenylalanine

Basic Information

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CAS Number

2448-45-5

Molecular Formula

C17H17NO4

Molecular Weight

299.33 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

85.0 to 89.0 deg-C

Density

1.2480

Water Solubility

Soluble in methanol. Slightly soluble in water.

Refractive Index

-5.3 ° (C=4, AcOH)

Specific Rotation

-5 °(c=5,acetic acid)

SMILES

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C1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2=CC=CC=C2

InChI

InChI=1S/C17H17NO4/c19-16(20)15(11-13-7-3-1-4-8-13)18-17(21)22-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/t15-/m1/s1

InChIKey

RRONHWAVOYADJL-OAHLLOKOSA-N

LogP

2.6087000000000007

Topological Polar Surface Area

75.63000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

360

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

Synonyms & References

English

2448-45-5
N-Carbobenzoxy-D-phenylalanine
N-[(Phenylmethoxy)carbonyl]-D-phenylalanine
C0662
benzyloxycarbonyl-D-phenylalanine
N-benzyloxycarbonyl-D-phenylalanine
N-Cbz-D-phenylalanine
BDBM50043798
Z-D-phenylalanine
F10792
Z-DPhe-OH
(R)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid
Nalpha -benzyloxycarbonyl-D-phenylalanine
EN300-121304
N-alpha-BenZyloxycarbonyl-D-phenylalanine (CbZ-D-Phe-OH)
carbobenzoxy-d-phenylalanine
1--N-(BENZYLOXYCARBONYL)-D-PHENYLALANINE
J-300210
A817332
(2R)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-PHENYLPROPANOIC ACID
Z-D-Phe-OH
(R)-2-(benzyloxycarbonylamino)-3-phenylpropanoic acid
HY-W009244
AM82159
1-N-(Benzyloxycarbonyl)-D-phenylalanine
AS-12744
(R)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoic acid
MFCD00063151
RRONHWAVOYADJL-OAHLLOKOSA-N
N-(Benzyloxycarbonyl)-D-phenylalanine
DTXSID901285286

MDL Number

MFCD00063151

Customs Code

2924299090

FAQ

What are the physical and chemical properties of N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5)?

N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5) is a white crystalline solid with a molecular weight of approximately 314.31 g/mol. It is sparingly soluble in water but soluble in organic solvents like methanol and ethanol. The compound is known for its stability under normal conditions but can undergo hydrolysis in acidic or basic conditions. It is used as a building block in peptide synthesis and pharmaceuticals due to its reactivity and structural diversity.

How is N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5) typically synthesized?

N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5) is typically synthesized via a multistep process involving the formation of a benzyl ester of phenylalanine followed by protection of the amine group with the benzyloxycarbonyl (CBZ) group. This process often involves the use of protecting group chemistry and can be achieved with high selectivity and yield. Common reactions include esterification, amide formation, and protection/deprotection steps.

What industries use N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5)?

N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5) is primarily used in the pharmaceutical industry as a precursor for peptide synthesis and drug development. It is also utilized in the production of certain polymers and in sensor technology due to its functional groups and structural versatility. Its applications extend to semiconductor manufacturing as well where it serves as a component in certain materials.

What precautions should be taken when handling N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5)?

When handling N-[(Benzyloxy)carbonyl]phenylalanine (CAS: 2448-45-5), it is crucial to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. This compound should be stored in a cool, dry place away from direct sunlight and flammable materials. In case of spills, immediate cleaning should be performed using appropriate absorbents, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.