4-Nitrophenyl O-benzyl-N-((benzyloxy)carbonyl)-L-tyrosinate

Base Information

• Chemical Name: 4-Nitrophenyl O-benzyl-N-((benzyloxy)carbonyl)-L-tyrosinate
• CAS No.: 3562-03-6
• Molecular Formula: C30H26 N2 O7
• Molecular Weight: 526.546
• European Community (EC) Number: 222-626-5
• DSSTox Substance ID: DTXSID80189089
• Nikkaji Number: J216.203B
• Wikidata: Q83061018
• Mol file: 3562-03-6.mol

Synonyms:3562-03-6;4-Nitrophenyl O-benzyl-N-((benzyloxy)carbonyl)-L-tyrosinate;EINECS 222-626-5;DTXSID80189089;NHTWLOMKUANJOW-NDEPHWFRSA-N;NS00049785

Chemical Property of 4-Nitrophenyl O-benzyl-N-((benzyloxy)carbonyl)-L-tyrosinate

Chemical Property:

• Vapor Pressure: 9.01E-21mmHg at 25°C
• Boiling Point: 723.3°C at 760 mmHg
• Flash Point: 391.2°C
• PSA: 123.17000
• Density: 1.293g/cm³
• LogP: 6.34450
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 526.17400117
• Heavy Atom Count: 39
• Complexity: 760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)CC(C(=O)OC3=CC=C(C=C3)[N+](=O)[O-])NC(=O)OCC4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C[C@@H](C(=O)OC3=CC=C(C=C3)[N+](=O)[O-])NC(=O)OCC4=CC=CC=C4

Technology Process of 4-Nitrophenyl O-benzyl-N-((benzyloxy)carbonyl)-L-tyrosinate

There total 2 articles about 4-Nitrophenyl O-benzyl-N-((benzyloxy)carbonyl)-L-tyrosinate 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) + N-benzyloxycarbonyl-O-benzyl-L-tyrosine (86827-18-1,92455-53-3,16677-29-5) → Z-Tyr(OBzl)-ONp (3562-03-6)

Guidance literature:

With ethyl acetate; dicyclohexyl-carbodiimide;

DOI:10.1021/ja01530a040

Reference yield:

N-benzyloxycarbonyl-O-benzyl-L-tyrosine (86827-18-1,92455-53-3,16677-29-5) + 4-Nitrophenyl chloroformate (7693-46-1) → Z-Tyr(OBzl)-ONp (3562-03-6)

Guidance literature:

Multistep reaction; (i) DMF, (ii) /BRN= 3178475/, Et₃N;

Reference yield: 96.0%

Z-Tyr(OBzl)-ONp (3562-03-6) + (S)-benzyl 2-((S)-2-amino-3-phenylpropanamido)-4-methylpentanoate hydrochloride (73994-87-3) → benzyloxycarbonyl-O-benzyl-L-tyrosyl-L-phenylalanyl-L-leucine benzyl ester (80977-35-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1071/CH9812439

upstream raw materials:

4-nitro-phenol

N-benzyloxycarbonyl-O-benzyl-L-tyrosine

4-Nitrophenyl chloroformate

Downstream raw materials:

Z-Tyr(Bzl)-γ-Abu-OMe

Z-Tyr(Bzl)-γ-Abu-OH

Z-Tyr(CH₂Ph)-Gly-NHCH₂CN

benzyloxycarbonyl-O-benzyl-L-tyrosyl-L-phenylalanyl-L-leucine benzyl ester