N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (1:1)

Basic Information

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CAS Number

1164-16-5

Molecular Formula

C17H19NO6

Molecular Weight

315.33 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

57-60 °C

Boiling Point

570.8°C at 760 mmHg

Flash Point

299 °C

Refractive Index

10.0 ° (C=1, AcOH)

Specific Rotation

10° (c=1, AcOH)

SMILES

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C1=CC=C(C=C1)COC(=O)NC(CC2=CC=C(C=C2)O)C(=O)O

InChI

InChI=1S/C17H17NO5.H2O/c19-14-8-6-12(7-9-14)10-15(16(20)21)18-17(22)23-11-13-4-2-1-3-5-13;/h1-9,15,19H,10-11H2,(H,18,22)(H,20,21);1H2/t15-;/m0./s1

InChIKey

BBPCQKGWAVVMSL-RSAXXLAASA-N

LogP

2.3143000000000002

Topological Polar Surface Area

95.86 Å²

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

386

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

Z-Tyr
N-benzyloxycarbonyltyrosine
carbobenzoxy-l-tyrosine
Z-(L)-Tyr-OH
SR-01000645020-1
AKOS005614238
N-Benzyloxycarbonyl-L-tyrosine
CS-W007931
CHEMBL291833
(S)-2-(((Benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid
N-CBZ-L-TYROSINE-OH
Oprea1_330068
N-[(Benzyloxy)carbonyl]-4-hydroxyphenylalanine #
CCG-56033
Q-101736
SCHEMBL221300
(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid
BDBM50043803
1164-16-5
NS00044454
DTXSID301313627
N-Cbz-L-tyrosine
Cbz-L-Tyr
N-Carbobenzyloxy-L-tyrosine
AS-12895
HMS1668G11
(2S)-3-(4-hydroxyphenyl)-2-[(phenylmethoxy)carbonylamino]propanoic acid
Z-Tyr-OH
(2S)-3-(4-hydroxyphenyl)-2-(phenylmethoxycarbonylamino)propanoic acid
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid
((Benzyloxy)carbonyl)-L-tyrosine

MDL Number

MFCD00037180

Customs Code

2924299090

FAQ

What are the physical and chemical properties of N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5)?

N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5) is a crystalline compound with a molecular weight of approximately 311.26 g/mol. It is slightly soluble in water and exhibits good solubility in organic solvents. Chemically, it is stable under normal conditions but may undergo hydrolysis in basic media. It is used as a chiral building block in organic synthesis and drug development.

How is N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5) typically synthesized?

N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5) is synthesized via the coupling of benzyloxycarbonyl chloride with L-tyrosine in the presence of a base like diisopropylethylamine. The reaction typically yields 85-90% of the desired product with good selectivity. Conditions are optimized to minimize side reactions and ensure high purity.

What industries use N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5)?

N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5) is primarily used in the pharmaceutical and chemical industries. It serves as a chiral auxiliary in the synthesis of pharmaceutical drugs and is also utilized in the production of polymer additives and sensors due to its chiral nature.

What precautions should be taken when handling N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5)?

When handling N-[(Benzyloxy)carbonyl]-L-tyrosine hydrate (CAS: 1164-16-5), wear appropriate personal protective equipment (PPE), including gloves and safety glasses. Store in a dry, cool, and well-ventilated area away from direct sunlight. Use in a fume hood to minimize inhalation exposure. Follow standard laboratory safety procedures and consult the Safety Data Sheet (SDS) for detailed guidelines.