3-(4-Azidophenyl)propionic acid

Base Information

• Chemical Name: 3-(4-Azidophenyl)propionic acid
• CAS No.: 103489-31-2
• Molecular Formula: C9H9 N3 O2
• Molecular Weight: 191.189
• Hs Code.: 2929909090
• European Community (EC) Number: 622-482-7
• DSSTox Substance ID: DTXSID30544301
• Nikkaji Number: J3.033.082J
• Wikidata: Q82421379
• Mol file: 103489-31-2.mol

Synonyms:3-(4-azidophenyl)propionic acid

Chemical Property of 3-(4-Azidophenyl)propionic acid

Chemical Property:

• PSA: 87.05000
• LogP: 2.09836
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 191.069476538
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(4-Azidophenyl)propionic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): E
• Hazard Codes: E
• Statements: 2-11-36/37/38
• Safety Statements: 26-35

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC(=O)O)N=[N+]=[N-]

Technology Process of 3-(4-Azidophenyl)propionic acid

There total 3 articles about 3-(4-Azidophenyl)propionic 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: 90.0%

3-(4-aminophenyl)propionic acid (2393-17-1) → β-(4-azidophenyl)-propanoic acid (103489-31-2)

Guidance literature:

With hydrogenchloride; sodium azide; sodium nitrite;

DOI:10.1016/S0040-4039(00)95644-2

Reference yield:

trans-p-aminocinnamic acid (17570-30-8) → β-(4-azidophenyl)-propanoic acid (103489-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂, AcOH/MeOH / 10percent Pd/C

2: 1.) 1 M NaNO₂, 2 M HCl, 2.) 1 M NaN₃ / 1.) 0 deg C, 15 min, 2.) 90 min

With hydrogenchloride; methanol; sodium azide; hydrogen; acetic acid; sodium nitrite; palladium on activated charcoal;

DOI:10.1021/jm00038a013

Reference yield:

4-nitro-trans-cinnamic acid (882-06-4) → β-(4-azidophenyl)-propanoic acid (103489-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / H₂ / Pd-C

2: 90 percent / HCl, NaNO₂, NaN₃

With hydrogenchloride; sodium azide; hydrogen; sodium nitrite; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)95644-2

upstream raw materials:

3-(4-aminophenyl)propionic acid

trans-p-aminocinnamic acid

4-nitro-trans-cinnamic acid

Downstream raw materials:

4-azidophenylpropanoic acid N-hydroxysuccinimide ester

3-(4-Amino-2-hydroxy-phenyl)-propionic acid methyl ester

3-[2-Hydroxy-4-(trityl-amino)-phenyl]-propionic acid methyl ester

3-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-propionic acid methyl ester

Refernces

• 1、 Earley, Daniel F.,Guillou, Amaury,Holland, Jason P.,Poot, Alex J.,van der Born, Dion. "Microfluidic preparation of89 zr-radiolabelled proteins by flow photochemistry". . . Retrieved 2021.
• 2、 Moorhouse, Adam D.,Spiteri, Christian,Sharma, Pallavi,Zloh, Mire,Moses, John E.. "Targeting glycolysis: A fragment based approach towards bifunctional inhibitors of hLDH-5". supporting information; experimental part. p. 230 - 232. Retrieved 2011/03/22.