16159-70-9

Basic information

• Product Name: BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER
• Synonyms: BOC-D-PHENYLALANINE P-NITROPHENYL ESTER;BOC-D-PHENYLALANINE-ONP;BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER;BOC-D-PHE-ONP;N-alpha-t-Butyloxycarbonyl-D-phenylalanine p-nitrophenyl ester;(R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)aMino)-3-phenylpropanoate;N-[(1,1-Dimethylethoxy)carbonyl]-D-phenylalanine 4-nitrophenyl ester;Boc-D-phenylalanine 4-nitrophenyl ester99%
• CAS NO: 16159-70-9
• Molecular Formula: C₂₀H₂₂N₂O₆
• Molecular Weight: 386.4
• Product Categories: Amino Acid Derivatives;Amino Acids
• Mol File: 16159-70-9.mol

Chemical Properties

• Melting Point: 128.0-128.5 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 558.4°C at 760 mmHg
• Flash Point: 291.5°C
• Appearance: /Solid
• Density: 1.24g/cm³
• Vapor Pressure: 1.67E-12mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: 2-8°C
• PKA: 10.83±0.46(Predicted)
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER(16159-70-9)
• EPA Substance Registry System: BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER(16159-70-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 16159-70-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER is used as a reagent in peptide synthesis for the creation of various peptides and proteins. Its presence as a building block allows for the development of complex molecular structures in organic chemistry.
Used in Medicinal Chemistry:
In the medicinal chemistry field, BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER is utilized as a substrate for enzyme-catalyzed hydrolysis reactions. This application aids in the study and development of new drugs and therapeutic agents.
Used in Chemical Research:
BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER is employed as a research tool in chemical research to explore the properties and reactions of amino acid derivatives and their protective groups, contributing to the advancement of chemical knowledge and techniques.
Used in Biochemical Research:
BOC-D-PHENYLALANINE 4-NITROPHENYL ESTER is also used in biochemical research as a substrate to study enzyme mechanisms and kinetics, providing insights into biological processes and the development of biocatalysts for various applications.

InChI:InChI=1/C20H22N2O6/c1-20(2,3)28-19(24)21-17(13-14-7-5-4-6-8-14)18(23)27-16-11-9-15(10-12-16)22(25)26/h4-12,17H,13H2,1-3H3,(H,21,24)/t17-/m1/s1

Upstream product

• 19901-44-1 N-tert-butoxycarbonylphenylalanine p-nitrophenyl ester 

Downstream Products

• 61543-56-4 boc-Phe-Met-OH 
• 59481-77-5 boc-Tyr-Gly-Gly-Phe-Met-OH 
• 58569-55-4 met-enkephalin 
• 62530-45-4 (S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-methylsulfanyl-butyric acid; hydrochloride 
• 68800-26-0 N-tert-butoxycarbonylglycylglycylphenylalanylmethionine 
• 68800-28-2 (S)-2-{(S)-2-[2-(2-Amino-acetylamino)-acetylamino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid; hydrochloride 
• 100-02-7 4-nitro-phenol 
• 18942-49-9 Boc-D-Phe-OH 
• 33662-25-8 (R)-tert-butyl (1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 111258-71-0 N-Boc-D-phenylalanine-N-methylamide 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 19901-50-9 methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate 
• 923601-68-7 (R)-dimethylsulfoxonium 2-oxo-3-(tert-butoxycarbonylamino)-4-phenylbutylide 
• 84969-34-6 6-[(S)-2-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid methyl ester 

Relevant articles and documents

Enantioselective hydrolysis of amino acid esters by apomyoglobin: Perfect kinetic resolution of a phenylalanine derivative

Apoprotein of horse-heart myoglobin promoted enantioselective hydrolysis of 4-nitrophenyl esters of amino acids, which allowed nearly perfect kinetic resolution of racemic N-Boc-phenylalanine ester (Boc-Phe-ONp).