N-Benzyloxycarbonyltyrosine-4-nitrophenyl ester

Base Information

• Chemical Name: N-Benzyloxycarbonyltyrosine-4-nitrophenyl ester
• CAS No.: 3556-56-7
• Molecular Formula: C23H20 N2 O7
• Molecular Weight: 436.421
• Hs Code.: 2924299090
• NSC Number: 88489
• Nikkaji Number: J1.039.685I
• Mol file: 3556-56-7.mol

Synonyms:BOCTNP;CBZTNP;N-alpha-carbobenzoxy-tyrosine-p-nitrophenyl ester;N-benzyloxycarbonyltyrosine-4-nitrophenyl ester;N-benzyloxycarbonyltyrosine-4-nitrophenyl ester, (D)-isomer;N-carbobenzoxy-L-tyrosine p-nitrophenyl ester

Chemical Property of N-Benzyloxycarbonyltyrosine-4-nitrophenyl ester

Chemical Property:

• Vapor Pressure: 1.08E-18mmHg at 25°C
• Melting Point: 156-157 °C
• Boiling Point: 672.4°Cat760mmHg
• PKA: 9.73±0.15(Predicted)
• Flash Point: 360.4°C
• PSA: 130.68000
• Density: 1.359g/cm³
• LogP: 4.65760
• Storage Temp.: −20°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 436.12705098
• Heavy Atom Count: 32
• Complexity: 616

Purity/Quality:

97% ^*data from raw suppliers

Z-L-tyrosine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CC2=CC=C(C=C2)O)C(=O)OC3=CC=C(C=C3)[N+](=O)[O-]
• Uses: Substrate for human plasma and urinary kallikreins and for human leukocyte elastase.

Technology Process of N-Benzyloxycarbonyltyrosine-4-nitrophenyl ester

There total 4 articles about N-Benzyloxycarbonyltyrosine-4-nitrophenyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-nitrophenyl N-[(benzyloxy)carbonyl]-L-tyrosinate (3556-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, Et₃N / diethyl ether

2: Py

With pyridine; thionyl chloride; triethylamine; In diethyl ether;

DOI:10.1002/hlca.19600430639

Reference yield:

Z-L-Tyr-OH (1164-16-5) → 4-nitrophenyl N-[(benzyloxy)carbonyl]-L-tyrosinate (3556-56-7)

Guidance literature:

With 1,4-dioxane; tributyl-amine; chloroformic acid ethyl ester; anschliessend Behandeln mit 4-Nitro-phenol;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Z-L-Tyr-OH (1164-16-5) → 4-nitrophenyl N-[(benzyloxy)carbonyl]-L-tyrosinate (3556-56-7)

Guidance literature:

With tetrahydrofuran; dicyclohexyl-carbodiimide;

upstream raw materials:

4-nitro-phenol

Z-L-Tyr-OH

bis(p-nitrophenyl)sulfite

Downstream raw materials:

N-[N-(N-benzyloxycarbonyl-L-tyrosyl)-glycyl]-glycine

Z-Tyr-D-Ala-Phe-OH

(S)-2-Benzyloxycarbonylamino-3-{5'-[(S)-2-((S)-2-tert-butoxycarbonylamino-propionylamino)-2-methoxycarbonyl-ethyl]-6,2'-dihydroxy-biphenyl-3-yl}-propionic acid 4-nitro-phenyl ester

(S)-2-Benzyloxycarbonylamino-3-{5'-[(S)-2-benzyloxycarbonylamino-2-(4-nitro-phenoxycarbonyl)-ethyl]-6,2'-dihydroxy-biphenyl-3-yl}-propionic acid 4-nitro-phenyl ester