BOC-3,5-DIIODO-TYR-OME

Base Information

• Chemical Name: BOC-3,5-DIIODO-TYR-OME
• CAS No.: 128781-80-6
• Molecular Formula: C15H19 I2 N O5
• Molecular Weight: 547.129
• Mol file: 128781-80-6.mol

Synonyms:N-t-butoxycarbonyl-3,5-diiodo-L-tyrosine methyl ester;N-Boc-3,5-diiodo-L-tyrosine methyl ester;(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate;

Chemical Property of BOC-3,5-DIIODO-TYR-OME

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)

Purity/Quality:

98.5% ^*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:

Technology Process of BOC-3,5-DIIODO-TYR-OME

There total 7 articles about BOC-3,5-DIIODO-TYR-OME 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:

C₃₁H₄₅I₂NO₆Si

C₃₂H₄₇I₂NO₆Si

C₃₁H₄₅I₂NO₇Si

C₃₀H₄₃I₂NO₆Si

Refernces

• 1、 Cheruku, Pradeep,Huang, Jen-Huang,Yen, Hung-Ju,Iyer, Rashi S.,Rector, Kirk D.,Martinez, Jennifer S.,Wang, Hsing-Lin. "Tyrosine-derived stimuli responsive, fluorescent amino acids". . p. 1150 - 1158. Retrieved 2015/03/04.
• 2、 Hackenmueller, Sarah A.,Scanlan, Thomas S.. "The synthesis of 13C9-15N-labeled 3,5-diiodothyronine and thyroxine". . p. 1439 - 1446. Retrieved 2013/05/22.