N-(2-amino-5-iodobenzoyl)-b-alanine ethyl ester

Base Information

• Chemical Name: N-(2-amino-5-iodobenzoyl)-b-alanine ethyl ester
• CAS No.: 151978-67-5
• Molecular Formula: C₁₂H₁₅IN₂O₃
• Molecular Weight: 362.167
• DSSTox Substance ID: DTXSID701228933
• Mol file: 151978-67-5.mol

Synonyms:151978-67-5;SCHEMBL7334498;OIUJSQJZPLKZKZ-UHFFFAOYSA-N;DTXSID701228933;N-(2-amino-5-iodobenzoyl)-b-alanine ethyl ester;N-(2-amino-5-iodobenzoyl)-beta-alanine ethyl ester;beta-Alanine, N-(2-amino-5-iodobenzoyl)-, ethyl ester

Chemical Property of N-(2-amino-5-iodobenzoyl)-b-alanine ethyl ester

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 362.01274
• Heavy Atom Count: 18
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CCNC(=O)C1=C(C=CC(=C1)I)N

Technology Process of N-(2-amino-5-iodobenzoyl)-b-alanine ethyl ester

There total 3 articles about N-(2-amino-5-iodobenzoyl)-b-alanine ethyl ester 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: 90.0%

ethyl β-alaninate hydrochloride (4244-84-2) + 5-iodoisatoic anhydride (116027-10-2) → 3-(2-amino-5-iodo)benzamidopropionic acid ethyl ester (151978-67-5)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)80013-8

Reference yield:

3-amino-propionic acid ethyl ester (924-73-2) + 5-iodoisatoic anhydride (116027-10-2) → 3-(2-amino-5-iodo)benzamidopropionic acid ethyl ester (151978-67-5)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/S0040-4039(00)76773-6

Reference yield:

2-amino-5-iodobenzoic acid (5326-47-6) → 3-(2-amino-5-iodo)benzamidopropionic acid ethyl ester (151978-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / K₂CO₃ / H₂O / 0 °C

2: 90 percent / triethylamine; DMAP / dimethylformamide

With dmap; potassium carbonate; triethylamine; In water; N,N-dimethyl-formamide; 1: Cyclization / 2: Acylation;

DOI:10.1016/S0968-0896(98)80013-8

upstream raw materials:

3-amino-propionic acid ethyl ester

5-iodoisatoic anhydride

ethyl β-alaninate hydrochloride

2-amino-5-iodobenzoic acid

Downstream raw materials:

N-(2-diphenylmethylamino-5-iodobenzoyl)-β-alanine ethyl ester

3-[2-(4-Chloro-benzylamino)-5-iodo-benzoylamino]-propionic acid ethyl ester