2-Amino-3-(4-(4-hydroxyphenoxy)-3-iodophenyl)propanoic acid

Base Information

• Chemical Name: 2-Amino-3-(4-(4-hydroxyphenoxy)-3-iodophenyl)propanoic acid
• CAS No.: 16170-92-6
• Molecular Formula: C15H14 I N O4
• Molecular Weight: 399.185
• DSSTox Substance ID: DTXSID10865485
• Nikkaji Number: J2.291.998I
• Mol file: 16170-92-6.mol

Synonyms:3-iodothyronine;3-monoiodothyronine;3-monoiodothyronine, (DL-Tyr)-isomer;3-monoiodothyronine, (L-Tyr)-isomer;3-monoiodothyronine, 125I-labeled, (L-Tyr)-isomer;3-T1

Chemical Property of 2-Amino-3-(4-(4-hydroxyphenoxy)-3-iodophenyl)propanoic acid

Chemical Property:

• Vapor Pressure: 1.81E-11mmHg at 25°C
• Melting Point: 206 °C
• Boiling Point: 515.9°C at 760 mmHg
• PKA: 2.19±0.20(Predicted)
• Flash Point: 265.8°C
• PSA: 92.78000
• Density: 1.746g/cm³
• LogP: 3.44380
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 398.99676
• Heavy Atom Count: 21
• Complexity: 347

Purity/Quality:

99%min ^*data from raw suppliers

2-Amino-3-(4-(4-hydroxyphenoxy)-3-iodophenyl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1O)OC2=C(C=C(C=C2)CC(C(=O)O)N)I

Technology Process of 2-Amino-3-(4-(4-hydroxyphenoxy)-3-iodophenyl)propanoic acid

There total 12 articles about 2-Amino-3-(4-(4-hydroxyphenoxy)-3-iodophenyl)propanoic acid 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:

α-benzoylamino-3-iodo-4-(4-methoxy-phenoxy)-trans-cinnamic acid (15962-67-1) → 3-iodo-DL-thyronine (16170-92-6)

Guidance literature:

With phosphorus; hydrogen iodide; acetic acid; anschliessend Erwaermen mit wss. HBr;

DOI:10.1021/ja01592a024

Reference yield:

3-iodo-4-(4-methoxy-phenoxy)-benzaldehyde (100725-28-8) → 3-iodo-DL-thyronine (16170-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid anhydride; sodium acetate

2: aq.-ethanolic NaOH

3: red phosphorus; aqueous HI; acetic acid / anschliessend Erwaermen mit wss. HBr

With phosphorus; sodium hydroxide; hydrogen iodide; sodium acetate; acetic anhydride; acetic acid;

DOI:10.1021/ja01592a024

Reference yield:

3-iodo-4-(4-methoxy-phenoxy)-benzonitrile (105975-07-3) → 3-iodo-DL-thyronine (16170-92-6)

Guidance literature:

Multi-step reaction with 4 steps

1: CHCl₃; SnCl₂; HCl / Reagens 4: Aether; Behandeln des Reaktionsprodukts mit wss.HCl

2: acetic acid anhydride; sodium acetate

3: aq.-ethanolic NaOH

4: red phosphorus; aqueous HI; acetic acid / anschliessend Erwaermen mit wss. HBr

With hydrogenchloride; phosphorus; sodium hydroxide; chloroform; hydrogen iodide; sodium acetate; acetic anhydride; acetic acid; tin(ll) chloride;

DOI:10.1021/ja01592a024

upstream raw materials:

3,5-diiodo-DL-thyronine

α-benzoylamino-3-iodo-4-(4-methoxy-phenoxy)-trans-cinnamic acid

α-acetylamino-3-iodo-4-(4-methoxy-phenoxy)-cinnamic acid

3-Nitro-4-(4'-methoxy-phenoxy)-benzaldehyd

Refernces