Benzenepropanoic acid, 3-amino-alpha-ethyl-2,4,6-triiodo-, (alphaR)-

Base Information

• Chemical Name: Benzenepropanoic acid, 3-amino-alpha-ethyl-2,4,6-triiodo-, (alphaR)-
• CAS No.: 17879-97-9
• Molecular Formula: C11H12 I3 N O2
• Molecular Weight: 570.93
• UNII: 13E1A4J3WF
• DSSTox Substance ID: DTXSID40904674
• Wikidata: Q27251510
• ChEMBL ID: CHEMBL1409046
• Mol file: 17879-97-9.mol

Synonyms:Iopanoic acid, (-)-;Iopanoic acid L-form [MI];17879-97-9;UNII-13E1A4J3WF;(-)-Iopanoic acid;13E1A4J3WF;Benzenepropanoic acid, 3-amino-alpha-ethyl-2,4,6-triiodo-, (alphaR)-;(2R)-2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acid;3-Amino-alpha-ethyl-2,4,6-triiodohydrocinnamic acid, (-)-;CAS-96-83-3;NCGC00016357-01;IOPANOIC ACID, (R)-;CHEMBL1409046;DTXSID40904674;Q27251510;3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODOHYDROCINNAMIC ACID, (-)-;BENZENEPROPANOIC ACID, 3-AMINO-.ALPHA.-ETHYL-2,4,6-TRIIODO-, (.ALPHA.R)-

Chemical Property of Benzenepropanoic acid, 3-amino-alpha-ethyl-2,4,6-triiodo-, (alphaR)-

Chemical Property:

• Melting Point: 162-163°
• PSA: 63.32000
• LogP: 4.31710
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 570.8002
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC1=C(C(=C(C=C1I)I)N)I)C(=O)O
• Isomeric SMILES: CC[C@H](CC1=C(C(=C(C=C1I)I)N)I)C(=O)O

Technology Process of Benzenepropanoic acid, 3-amino-alpha-ethyl-2,4,6-triiodo-, (alphaR)-

There total 8 articles about Benzenepropanoic acid, 3-amino-alpha-ethyl-2,4,6-triiodo-, (alphaR)- 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:

methyl 3-m-nitrophenyl-2-ethylpropionate (138711-89-4) → (R)-(-)-iopanoic acid (17879-97-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / H₂ / 5percent Pd/C / methanol / Ambient temperature

2: 0.42 g

3: 0.1 M potassium phosphate buffer (pH 7.8) / 24 h / Ambient temperature; horse liver esterase

4: iodine monochloride, 6percent aq. HCl / 1 h / 70 °C

With hydrogenchloride; potassium phosphate buffer; hydrogen; Iodine monochloride; palladium on activated charcoal; In methanol;

DOI:10.1016/S0957-4166(00)86152-2

Reference yield:

2-ethyl-2-m-nitrobenzylmalonic acid (138711-96-3) → (R)-(-)-iopanoic acid (17879-97-9)

Guidance literature:

Multi-step reaction with 6 steps

1: dimethylformamide / 4 h / 100 - 110 °C

2: HCl / 24 h / Ambient temperature

3: 100 percent / H₂ / 5percent Pd/C / methanol / Ambient temperature

4: 0.42 g

5: 0.1 M potassium phosphate buffer (pH 7.8) / 24 h / Ambient temperature; horse liver esterase

6: iodine monochloride, 6percent aq. HCl / 1 h / 70 °C

With hydrogenchloride; potassium phosphate buffer; hydrogen; Iodine monochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(00)86152-2

Reference yield:

diethyl 2-ethyl-2-m-nitrobenzylmalonate (118688-45-2) → (R)-(-)-iopanoic acid (17879-97-9)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. KOH / ethanol / 24 h / Heating

2: dimethylformamide / 4 h / 100 - 110 °C

3: HCl / 24 h / Ambient temperature

4: 100 percent / H₂ / 5percent Pd/C / methanol / Ambient temperature

5: 0.42 g

6: 0.1 M potassium phosphate buffer (pH 7.8) / 24 h / Ambient temperature; horse liver esterase

7: iodine monochloride, 6percent aq. HCl / 1 h / 70 °C

With hydrogenchloride; potassium hydroxide; potassium phosphate buffer; hydrogen; Iodine monochloride; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(00)86152-2

upstream raw materials:

(R)-2-(3-Amino-benzyl)-butyric acid

(S)-2-(3-Amino-benzyl)-butyric acid

methyl 3-m-nitrophenyl-2-ethylpropionate

2-ethyl-2-m-nitrobenzylmalonic acid

Downstream raw materials:

(-)-2(2,4,6-Triiodobenzyl)butyric acid

Refernces