Boc-3,5-diiodo-L-tyrosine methyl ester

Base Information

• Chemical Name: Boc-3,5-diiodo-L-tyrosine methyl ester
• CAS No.: 128781-80-6
• Molecular Formula: C15H19 I2 N O5
• Molecular Weight: 547.129
• DSSTox Substance ID: DTXSID80468725
• Nikkaji Number: J2.227.030C
• Wikidata: Q82296087
• Mol file: 128781-80-6.mol

Synonyms:Boc-3,5-diiodo-L-tyrosine methyl ester;Methyl (2R)-2-(3,5-diiodo-4-methoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate;DTXSID80468725;AKOS030241059;J-005625

Chemical Property of Boc-3,5-diiodo-L-tyrosine methyl ester

Chemical Property:

• Melting Point: 126 - 128°C
• Boiling Point: 494.5±45.0 °C(Predicted)
• PKA: 6.90±0.25(Predicted)
• PSA: 84.86000
• Density: 1.844±0.06 g/cm3(Predicted)
• LogP: 3.60110
• Storage Temp.: -15°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 546.93527
• Heavy Atom Count: 23
• Complexity: 415

Purity/Quality:

99% ^*data from raw suppliers

Boc-3,5-diiodo-L-tyrosine methyl ester ^*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(C1=CC(=C(C(=C1)I)OC)I)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](C1=CC(=C(C(=C1)I)OC)I)C(=O)OC

Technology Process of Boc-3,5-diiodo-L-tyrosine methyl ester

There total 7 articles about Boc-3,5-diiodo-L-tyrosine methyl 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 3,5-diiodo-L-thyrosine methyl ester (76318-50-8) → (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate (128781-80-6)

Guidance literature:

With triethylamine; In acetonitrile; at 0 - 20 ℃; for 15h; Inert atmosphere;

Reference yield: 96.0%

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate (128781-80-6)

Guidance literature:

With [bis(pyridine)iodine]⁺ tetrafluoroborate; In dichloromethane; at 20 ℃;

DOI:10.1021/ja907150m

Reference yield: 89.0%

(tert-butoxycarbonyl)-3,5-diiodotyrosine (62129-53-7,1260011-49-1,214630-08-7) + diazomethyl-trimethyl-silane (18107-18-1) → (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate (128781-80-6)

Guidance literature:

In methanol; toluene; at 20 ℃;

DOI:10.1016/j.bmc.2007.10.040

upstream raw materials:

methanol

di-tert-butyl dicarbonate

3,5-diiodo-l-tyrosine

(tert-butoxycarbonyl)-3,5-diiodotyrosine

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-3-{4-[2-(4-hydroxy-phenyl)-ethoxy]-3,5-diiodo-phenyl}-propionic acid methyl ester

(S)-2-tert-Butoxycarbonylamino-3-{4-[2-(3-{2-[4-((S)-2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2,6-diiodo-phenoxy]-ethyl}-2-oxo-imidazolidin-1-yl)-ethoxy]-3,5-diiodo-phenyl}-propionic acid

C₅₃H₅₂I₄N₈O₅

C₄₉H₆₀I₄N₈O₁₁