FMOC-3-IODO-D-TYR-OH

Base Information

• Chemical Name: FMOC-3-IODO-D-TYR-OH
• CAS No.: 244028-70-4
• Molecular Formula: C₂₄H₂₀INO₅
• Molecular Weight: 529.331
• Mol file: 244028-70-4.mol

Synonyms:N-ALPHA-(9-FLUORENYLMETHOXYCARBON)-3-IODO-D-TYROSINE;FMOC-M-IODO-D-TYR-OH;FMOC-D-3-IODOTYROSINE;FMOC-D-TYR(3-I)-OH;FMOC-3-IODO-D-TYR-OH;FMOC-3-IODO-D-TYROSINE;(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

Chemical Property of FMOC-3-IODO-D-TYR-OH

Chemical Property:

• Melting Point: 134-137 °C
• Boiling Point: 675.7±55.0 °C(Predicted)
• PKA: 2.86±0.10(Predicted)
• PSA: 95.86000
• Density: 1.634±0.06 g/cm3(Predicted)
• LogP: 4.92210
• Storage Temp.: Store at?0-5°C

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-3-iodo-d-tyr-oh ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-3-IODO-D-TYR-OH

There total 3 articles about FMOC-3-IODO-D-TYR-OH 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: 93.0%

N-Fmoc-Tyr-OH (112883-29-1,92954-90-0) → (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-hydroxy-3-iodophenyl)propionic acid (134486-00-3,244028-70-4)

Guidance literature:

With tetrafluoroboric acid; Barluenga reagent; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1039/b003064n

Reference yield: 82.0%

3-Iodo-L-tyrosine (70-78-0) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-hydroxy-3-iodophenyl)propionic acid (134486-00-3,244028-70-4)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; acetone; at 20 ℃;

DOI:10.1021/jm050376t

Reference yield: 81.0%

(R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid (25799-58-0) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-D-3-iodo-tyrosine (244028-70-4)

Guidance literature:

(R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid; In N,N-dimethyl-formamide; acetone; at 0 ℃; for 0.166667h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; acetone; at 20 ℃;

DOI:10.1002/chem.201500368

upstream raw materials:

N-Fmoc-Tyr-OH

3-Iodo-L-tyrosine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid

Refernces

• 1、 Moore, Sandra Blaj,Van Der Hoek, Joost,De Capua, Antonia,Van Koetsveld, Peter M.,Hofland, Leo J.,Lamberts, Steven W. J.,Goodman, Murray,Taulane, Joseph P.. "Discovery of iodinated somatostatin analogues selective for hsst2 and hsst5 with excellent inhibition of growth hormone and prolactin release from rat pituitary cells". . p. 6643 - 6652. Retrieved 2007/10/03.
• 2、 Espuna, Gemma,Arsequell, Gemma,Valencia, Gregorio,Barluenga, Jose,Perez, Marta,Gonzalez, Jose M.. "Control of the iodination reaction on activated aromatic residues in peptides". . p. 1307 - 1308. Retrieved 2007/10/03.