D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester


Chemical Name: D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester
CAS Number: 16159-70-9
Product Number: AG001VPW(AGN-PC-0O4MAN)
Synonyms:
MDL No:
Molecular Formula: C20H22N2O6
Molecular Weight: 386.3985

Identification/Properties


Computed Properties
Molecular Weight:
386.404g/mol
XLogP3:
4.2
Hydrogen Bond Donor Count:
1
Hydrogen Bond Acceptor Count:
6
Rotatable Bond Count:
8
Exact Mass:
386.148g/mol
Monoisotopic Mass:
386.148g/mol
Topological Polar Surface Area:
110A^2
Heavy Atom Count:
28
Formal Charge:
0
Complexity:
540
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
1
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
N/A
Hazard Statements:
H302-H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
N/A
Packing Group:
N/A

NMR Spectrum


Other Analytical Data


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Chemical Structure



Boc-D-Phe-ONp, also known as t-butyloxycarbonyl-D-phenylalanine p-nitrophenyl ester, is a commonly used reagent in chemical synthesis due to its versatile applications. This compound is widely utilized in peptide synthesis as a means of protecting the N-terminus of amino acids. By incorporating the Boc-D-Phe-ONp moiety, chemists can temporarily block the reactive amino group, allowing for selective reactions to occur at other functional groups within the molecule. Upon completion of the desired chemical transformations, the Boc protecting group can be readily removed under mild conditions, revealing the unaltered amino group for further manipulation. This strategic use of Boc-D-Phe-ONp enables precise control over the sequence and stereochemistry of peptide assembly, making it an indispensable tool for organic chemists working in the field of drug discovery, biochemical research, and peptide engineering.