O-(3-tert-Butyl-4-hydroxyphenyl)-3,5-diiodo-L-tyrosine

Base Information

• Chemical Name: O-(3-tert-Butyl-4-hydroxyphenyl)-3,5-diiodo-L-tyrosine
• CAS No.: 857-98-7
• Molecular Formula: C19H21I2NO4
• Molecular Weight: 581.189
• ChEMBL ID: CHEMBL3275208
• DSSTox Substance ID: DTXSID90552962
• Wikidata: Q82433408
• Mol file: 857-98-7.mol

Synonyms:857-98-7;SCHEMBL6821978;CHEMBL3275208;DTXSID90552962;O-(3-tert-Butyl-4-hydroxyphenyl)-3,5-diiodo-L-tyrosine

Chemical Property of O-(3-tert-Butyl-4-hydroxyphenyl)-3,5-diiodo-L-tyrosine

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 580.95600
• Heavy Atom Count: 26
• Complexity: 473

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=C(C=CC(=C1)OC2=C(C=C(C=C2I)CC(C(=O)O)N)I)O
• Isomeric SMILES: CC(C)(C)C1=C(C=CC(=C1)OC2=C(C=C(C=C2I)C[C@@H](C(=O)O)N)I)O

Technology Process of O-(3-tert-Butyl-4-hydroxyphenyl)-3,5-diiodo-L-tyrosine

There total 7 articles about O-(3-tert-Butyl-4-hydroxyphenyl)-3,5-diiodo-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:

<4-Benzoyloxy-3-tert.-butyl-phenyl>-benzyl-aether (2444-23-7) → 3-<4-(3-tert-Butyl-4-hydroxy-phenoxy)-3,5-diiod-phenyl>-L-alanin (857-98-7)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd-C / ethanol

2: MeSO₂Cl

3: (i) (catalytic hydrogenation), (ii) NaNO₂, H₂SO₄, (iii) aq. NaI, I₂, CHCl₃, urea

4: aq. HCl / acetic acid

With hydrogenchloride; hydrogen; methanesulfonyl chloride; palladium on activated charcoal; In ethanol; acetic acid;

DOI:10.1021/jm00328a012

Reference yield:

tert-butylhydroquinone (1948-33-0) → 3-<4-(3-tert-Butyl-4-hydroxy-phenoxy)-3,5-diiod-phenyl>-L-alanin (857-98-7)

Guidance literature:

Multi-step reaction with 5 steps

1: (i) aq. NaOH, EtOH, (ii) /BRN= 471389/, Py

2: H₂ / Pd-C / ethanol

3: MeSO₂Cl

4: (i) (catalytic hydrogenation), (ii) NaNO₂, H₂SO₄, (iii) aq. NaI, I₂, CHCl₃, urea

5: aq. HCl / acetic acid

With hydrogenchloride; hydrogen; methanesulfonyl chloride; palladium on activated charcoal; In ethanol; acetic acid;

DOI:10.1021/jm00328a012

Reference yield:

N-Acetyl-4-O-<4-benzoyloxy-3-tert.-butyl-phenyl>-3,5-diiod-L-tyrosin-aethylester (2379-12-6) → 3-<4-(3-tert-Butyl-4-hydroxy-phenoxy)-3,5-diiod-phenyl>-L-alanin (857-98-7)

Guidance literature:

With hydrogenchloride; In acetic acid;

DOI:10.1021/jm00328a012

upstream raw materials:

N-Acetyl-4-O-<4-benzoyloxy-3-tert.-butyl-phenyl>-3,5-diiod-L-tyrosin-aethylester

N-Acetyl-3-<4-(3-tert-butyl-4-hydroxy-phenoxy)-3,5-diiod-phenyl>-L-alanin-aethylester

<4-Benzoyloxy-3-tert.-butyl-phenyl>-benzyl-aether

N-acetyl-3,5-dinitro-L-tyrosine ethyl ester