O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine

Basic Information

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CAS Number

92455-53-3

Molecular Formula

C24H23NO5

Molecular Weight

405.45 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

113-119℃

Boiling Point

624.4 °C at 760 mmHg

Density

1.249

Flash Point

331.5 °C

SMILES

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C1=CC=C(C=C1)COC2=CC=C(C=C2)CC(C(=O)O)NC(=O)OCC3=CC=CC=C3

InChI

InChI=1S/C24H23NO5/c26-23(27)22(25-24(28)30-17-20-9-5-2-6-10-20)15-18-11-13-21(14-12-18)29-16-19-7-3-1-4-8-19/h1-14,22H,15-17H2,(H,25,28)(H,26,27)/t22-/m1/s1

InChIKey

IPAODWFPTVIUSZ-JOCHJYFZSA-N

LogP

4.187700000000003

Topological Polar Surface Area

84.86 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

520

Synonyms & References

English

EN300-7385671
AS-56704
N-alpha-BenZyloxycarbonyl-O-benZyl-D-tyrosine (CbZ-D-Tyr(BZl)-OH)
Cbz-O-benzyl-D-Tyr
D-Tyrosine,N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)-
DTXSID30428596
MFCD00153349
(R)-3-(4-(benzyloxy)phenyl)-2-(benzyloxycarbonylamino)propanoic acid
(2R)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-[4-(BENZYLOXY)PHENYL]PROPANOIC ACID
(2R)-2-(phenylmethoxycarbonylamino)-3-(4-phenylmethoxyphenyl)propanoic acid
AKOS016842923
Z-D-Tyr(Bzl)-OH
92455-53-3
AKOS015910045
SCHEMBL9161282
Cbz-d-tyr(bzl)-oh
N-A-CBZ-(O-BZL)-D-TYR
Z-D-TYR(BZL)-OH
AmbotzZAA1214
Cbz-Tyr(Bn)-OH
N-benzyloxycarbonyl-O-benzyl-L-tyrosine
N-Cbz-L-Tyr(O-Bn)-OH
N-Cbz-L-tyrosine(OBn)
Z-Tyr(Bzl)-OH
Z-Tyr(OBzl)-OH

MDL Number

MFCD00153349

FAQ

What are the physical and chemical properties of O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3)?

O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3) is a crystalline compound with a molecular weight of approximately 315.34 g/mol. It is slightly soluble in water and ethanol. Reactivity is moderate, typically showing reactivity towards nucleophiles and bases. This compound is also known for its stability under normal storage conditions.

How is O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3) typically synthesized?

O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3) is typically synthesized through a multi-step process involving the coupling of D-tyrosine with benzyloxycarbonyl chloride. Commonly used catalysts include triethylamine and DMF. The reaction yields a product with high chemical selectivity and good yield, making it a valuable intermediate in peptide synthesis.

What industries use O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3)?

O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3) is primarily used in the pharmaceutical and biotechnology industries for the synthesis of peptides and proteins. It is also utilized in the polymer industry for the development of biodegradable polymers and in the semiconductor industry for the fabrication of certain materials.

What precautions should be taken when handling O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3)?

When handling O-Benzyl-N-[(benzyloxy)carbonyl]-D-tyrosine (CAS: 92455-53-3), it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. In case of a spill, immediately clean up using appropriate absorbent materials and follow the safety data sheet (SDS) guidelines for disposal. Proper storage in a cool, dry place away from heat sources is also recommended.