Boc-O-benzyl-L-tyrosine 4-nitrophenyl ester

Base Information

• Chemical Name: Boc-O-benzyl-L-tyrosine 4-nitrophenyl ester
• CAS No.: 13512-59-9
• Molecular Formula: C27H28 N2 O7
• Molecular Weight: 492.529
• European Community (EC) Number: 236-849-0
• DSSTox Substance ID: DTXSID40928890
• Nikkaji Number: J241.159H
• Wikidata: Q82903717
• Mol file: 13512-59-9.mol

Synonyms:13512-59-9;Boc-O-benzyl-L-tyrosine 4-nitrophenyl ester;Boc-Tyr(Bzl)-ONp;(4-nitrophenyl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylmethoxyphenyl)propanoate;(S)-4-Nitrophenyl 3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate;EINECS 236-849-0;SCHEMBL8387599;DTXSID40928890;4-nitrophenyl (2S)-3-[4-(benzyloxy)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoate;4-Nitrophenyl O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosinate;MFCD00024658;AKOS025404092;NS00054657;N-t-butyloxycarbonyl-O-benzyl-l-tyrosine p-nitrophenyl ester;4-Nitrophenyl O-benzyl-N-[tert-butoxy(hydroxy)methylidene]tyrosinate;L-Tyrosine,N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-,4-nitrophenyl ester

Chemical Property of Boc-O-benzyl-L-tyrosine 4-nitrophenyl ester

Chemical Property:

• Vapor Pressure: 1.78E-17mmHg at 25°C
• Boiling Point: 663.6°Cat760mmHg
• Flash Point: 355.1°C
• PSA: 119.68000
• Density: 1.243g/cm³
• LogP: 6.12930
• Storage Temp.: Store at 0-5°C
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 492.18965124
• Heavy Atom Count: 36
• Complexity: 711

Purity/Quality:

99% ^*data from raw suppliers

Boc-O-benzyl-L-tyrosine 4-nitrophenyl ester 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OCC2=CC=CC=C2)C(=O)OC3=CC=C(C=C3)[N+](=O)[O-]
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)OCC2=CC=CC=C2)C(=O)OC3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of Boc-O-benzyl-L-tyrosine 4-nitrophenyl ester

There total 4 articles about Boc-O-benzyl-L-tyrosine 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: 80.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine 4-nitrophenol ester (13512-59-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate;

DOI:10.1016/S0040-4020(01)81575-1

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) → N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine 4-nitrophenol ester (13512-59-9)

Guidance literature:

DOI:10.1007/BF00910279

Reference yield:

O-benzyl-S-tyrosine (16652-64-5) → N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine 4-nitrophenol ester (13512-59-9)

Guidance literature:

DOI:10.1007/BF00910279

upstream raw materials:

4-nitro-phenol

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

N-(tert-butyloxycarbonyl) azide

O-benzyl-S-tyrosine

Downstream raw materials:

tert-butyloxycarbonyl-O-benzyl-L-tyrosyl-D-alanyl-glycine

N-tert-butoxycarbonyl-O-benzyl-L-tyrosyl-L-leucyl-L-valine methyl ester

(S)-2-Amino-3-(4-benzyloxy-phenyl)-propionic acid 4-nitro-phenyl ester

N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine, 1-[4-(2,3-dichlorophenyl)methyl]piperazine amide

Refernces

• 1、 -. "Butyryl-tyrosinyl spermine, analogs thereof and methods of preparing and using same". . . Retrieved 2008/06/13.
• 2、 Goodnow Jr.,Konno,Niwa,Kallimopoulos,Bukownik,Lenares,Nakanishi. "Synthesis of glutamate receptor antagonist philanthotoxin-433 (PhTX-433) and its analogs". . p. 3267 - 3286. Retrieved 2007/10/02.