O-2,6-Dichlorobenzyl-N-tert-butoxycarbonyl-L-tyrosine

Base Information

• Chemical Name: O-2,6-Dichlorobenzyl-N-tert-butoxycarbonyl-L-tyrosine
• CAS No.: 40298-71-3
• Deprecated CAS: 155453-26-2,71603-44-6
• Molecular Formula: C21H23Cl2NO5
• Molecular Weight: 440.323
• Hs Code.: 2924299090
• NSC Number: 334369
• Mol file: 40298-71-3.mol

Synonyms:201334-88-5;O-2,6-Dichlorobenzyl-N-tert-butoxycarbonyl-L-tyrosine;Boc-Tyr(2,6-dichloro-Bzl)-OH;Boc-DL-Tyr(2,6-dichloro-Bzl)-OH;Boc-D-Tyr(2,6-dichloro-Bzl)-OH;3-[4-[(2,6-dichlorophenyl)methoxy]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;Boc-O-2,6-dichlorobenzyl-DL-tyrosine;2-((tert-Butoxycarbonyl)amino)-3-(4-((2,6-dichlorobenzyl)oxy)phenyl)propanoic acid;C21H23Cl2NO5;NSC334369;SCHEMBL838170;DODHIGHXRDNRPP-UHFFFAOYSA-N;L-Tyrosine, O-((2,6-dichlorophenyl)methyl)-N-((1,1-dimethylethoxy)carbonyl)-;Boc-L-Tyr(2,6-Cl2-Bzl)-OH;(2S)-3-[4-[(2,6-dichlorophenyl)methoxy]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;EINECS 254-876-6;MFCD00236878;AKOS024319615;NSC 334369;NSC-334369;FT-0639634;O-[(2,1-dimethylethoxy)carbonyl]-L-tyrosine;N-(tert-Butoxycarbonyl)-3-[4-(2,6-dichlorobenzyloxy)phenyl]alanine;N-(tert-Butoxycarbonyl)-4-[(2,6-dichlorobenzyl)oxy]phenylalanine #;Boc-o-2,6-DichlorobenZyl-dl-tyrosine (Boc-DL-Tyr(BZl(2,6-diCl))-OH);L-Tyrosine,6-dichlorophenyl)methyl]-N-[(1,1-dimethylethoxy)carbonyl]-;N-((tert-Butoxy)carbonyl)-O-((2,6-dichlorophenyl)methyl)-L-tyrosine;Tyrosine,o-[(2,6-dichlorophenyl)methyl]-N-[(1,1-dimethylethoxy)carbonyl]-;2-((tert-Butoxycarbonyl)amino)-3-(4-((2,6-dichlorobenzyl)oxy)phenyl)propanoicacid;2-TERT-BUTOXYCARBONYLAMINO-3-(4-(2,6-DICHLORO-BENZYLOXY)-PHENYL)-PROPIONIC ACID;O-((2,6-Dichlorophenyl)methyl)-N-((1,1-dimethylethoxy)carbonyl)-L-tyrosine

Chemical Property of O-2,6-Dichlorobenzyl-N-tert-butoxycarbonyl-L-tyrosine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 128-130oC
• Refractive Index: 1.575
• Boiling Point: 594°Cat760mmHg
• PKA: 2.98±0.10(Predicted)
• Flash Point: 313°C
• PSA: 84.86000
• Density: 1.305g/cm³
• LogP: 5.48370
• Storage Temp.: 2-8°C
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 439.0953282
• Heavy Atom Count: 29
• Complexity: 536

Purity/Quality:

99% ^*data from raw suppliers

Boc-O-2,6-dichlorobenzyl-L-tyrosine ^*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: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OCC2=C(C=CC=C2Cl)Cl)C(=O)O
• Uses: Boc-Tyr(2,6-Di-Cl-Bzl)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of O-2,6-Dichlorobenzyl-N-tert-butoxycarbonyl-L-tyrosine

There total 2 articles about O-2,6-Dichlorobenzyl-N-tert-butoxycarbonyl-L-tyrosine 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: 90.0%

N-tert-Butoxycarbonyl-O-2,6-dichlorbenzyl-(S)-tyrosin Methylester (85842-19-9) → N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine (40298-71-3,201334-88-5,69541-62-4)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2010.07.069

Reference yield: 48.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-(2,6-dichlorobenzyloxy)-L-phenylalanine (40298-69-9) → N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine (40298-71-3,201334-88-5,69541-62-4)

Guidance literature:

With sodium hydroxide; In water; tert-butyl alcohol; at 20 - 40 ℃; for 24h;

DOI:10.15227/orgsyn.063.0160

Reference yield: 100.0%

N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine (40298-71-3,201334-88-5,69541-62-4) → L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7)

Guidance literature:

With Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid; for 3h;

DOI:10.1039/c39910000530

upstream raw materials:

di-tert-butyl dicarbonate

4-(2,6-dichlorobenzyloxy)-L-phenylalanine

N-tert-Butoxycarbonyl-O-2,6-dichlorbenzyl-(S)-tyrosin Methylester

Downstream raw materials:

4-ε-2-chlorobenzyloxycarbonyl)-L-tyrosyl(O-2,6-dichlorobenzyl)-L-alanyloxy>-6-mercaptodibenzofuran

Boc-Tyr(Cl₂-Bzl)-NHNH-Troc

C₁₀₇H₁₃₁Cl₂N₁₃O₂₀S

Boc-Tyr(Cl₂Bzl)-Gln-Lys(z)-Arg(Mts)-OMe