4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate

Basic Information

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CAS Number

2578-85-0

Molecular Formula

C23H20N2O6

Molecular Weight

420.4 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1=CC=C(C=C1)CC(C(=O)OC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)OCC3=CC=CC=C3

InChI

InChI=1S/C23H20N2O6/c26-22(31-20-13-11-19(12-14-20)25(28)29)21(15-17-7-3-1-4-8-17)24-23(27)30-16-18-9-5-2-6-10-18/h1-14,21H,15-16H2,(H,24,27)/t21-/m1/s1

InChIKey

TVENQUPLPBPLGU-OAQYLSRUSA-N

LogP

4.95200

Complexity

587

Synonyms & References

English

(4-nitrophenyl) (2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate
N-alpha-BenZyloxycarbonyl-D-phenylalanine p-nitrophenyl ester (CbZ-D-Phe-ONp)
AS-46882
N-[(Phenylmethoxy)carbonyl]-D-phenylalanine 4-nitrophenyl ester
(R)-4-nitrophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate
DTXSID401173923
Z-D-PHE-ONP
SCHEMBL7327394
D-Phenylalanine,N-[(phenylmethoxy)carbonyl]-,4-nitrophenyl ester
N-carbobenzoxy-d-phenylalanine p-nitrophenyl ester
TVENQUPLPBPLGU-OAQYLSRUSA-N
F10809
2578-85-0
AKOS024386424
Nalpha -benzyloxycarbonyl-D-phenylalanine p-nitrophenyl ester
MFCD00069875
N-CBZ-D-Phenylalanine 4-nitrophenyl ester
CHEMBL3278860
D-Phenylalanine,N-[(phenylmethoxy)carbonyl]-, 4-nitrophenyl ester
Z-D-Phe-ONp
BENZYLOXYCARBONYL-D-PHENYLALANINE 4-NITROPHENYL ESTER
BENZYLOXYCARBONYL-D-PHENYLALANINE P-NITROPHENYL ESTER
Cbz-D-Phe-ONp
N-Cbz-D-Phenylalanine p-nitrophenyl ester
N-Cbz-D-Phe-ONP
Z-D-PHENYLALANINE 4-NITROPHENYL ESTER
Z-D-PHENYLALANINE P-NITROPHENYL ESTER
Z-D-PHENYLALANINE-ONP

MDL Number

MFCD00069875

Customs Code

2924299090

FAQ

What are the physical and chemical properties of 4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate (CAS: 2578-85-0)?

4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate (CAS: 2578-85-0) is a crystalline compound with a molecular weight of approximately 428.14 g/mol. It has a high solubility in organic solvents like methanol and ethanol. This compound exhibits moderate reactivity, particularly towards nucleophiles and reducing agents. It is often used in synthetic applications due to its stability under various conditions.

How is 4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate (CAS: 2578-85-0) typically synthesized?

4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate is typically synthesized via a multistep process involving the coupling of D-phenylalanine with 4-nitrophenyl chloroformate in the presence of a base like triethylamine. The reaction yields the desired product with good selectivity and moderate to high yield, depending on the reaction conditions.

What industries use 4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate (CAS: 2578-85-0)?

4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate (CAS: 2578-85-0) is primarily used in pharmaceuticals for intermediates in drug synthesis. It is also employed in the preparation of various polymers and in the development of chemical sensors. Its functional groups make it particularly useful in semiconductor applications for modifying surface properties.

What precautions should be taken when handling 4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate (CAS: 2578-85-0)?

When handling 4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-phenylalaninate (CAS: 2578-85-0), it is essential to wear appropriate personal protective equipment, including gloves, safety goggles, and a lab coat. This compound should be used in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be managed using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for specific handling procedures.