5-(N-tert-Butoxycarbonylamino)salicylic Acid

Base Information

• Chemical Name: 5-(N-tert-Butoxycarbonylamino)salicylic Acid
• CAS No.: 135321-95-8
• Molecular Formula: C12H15NO5
• Molecular Weight: 253.255
• DSSTox Substance ID: DTXSID50438975
• Wikidata: Q82254831
• Mol file: 135321-95-8.mol

Synonyms:135321-95-8;5-(N-tert-Butoxycarbonylamino)salicylic Acid;2-hydroxy-5-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic Acid;5-(BOC-amino)salicylic acid;942404-97-9;5-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-hydroxybenzoic Acid;5-(tert-butoxycarbonylamino)-2-hydroxybenzoic acid;5-((tert-butoxycarbonyl)amino)-2-hydroxybenzoic acid;5-tert-Butoxycarbonylamino-2-hydroxybenzoic Acid;SCHEMBL596681;DTXSID50438975;QAYDBLPDKAGEFQ-UHFFFAOYSA-N;5-t-butoxycarbonylaminosalicylic acid;AB8485;MFCD02682208;5-(1-t-butoxyformamido)salicylic acid;AKOS000183715;5-t-Butyloxycarbonylamino-salicyclic acid;AS-44890;5-(N-tert-Butoxycarbonylamino)salicylicAcid;CS-0372246;FT-0663959;EN300-1228764;5-(tert-butoxycarbonylamino)-2 hydroxybenzoic acid;5-tert-Butoxycarbonylamino-2-hydroxy-benzoic acid;5-{[(tert-butoxy)carbonyl]amino}-2-hydroxybenzoic acid

Chemical Property of 5-(N-tert-Butoxycarbonylamino)salicylic Acid

Chemical Property:

• Melting Point: 279-280°C
• Boiling Point: 367.5±37.0 °C(Predicted)
• PKA: 3.12±0.10(Predicted)
• PSA: 95.86000
• Density: 1.337±0.06 g/cm3(Predicted)
• LogP: 2.51040
• Storage Temp.: -20°C Freezer
• Solubility.: Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 253.09502258
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

99.3% ^*data from raw suppliers

5-(N-tert-Butoxycarbonylamino)salicylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC(=C(C=C1)O)C(=O)O
• Uses: 5-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-hydroxybenzoic Acid is an impurity from the synthesis of Mesalamine (M258100).

Technology Process of 5-(N-tert-Butoxycarbonylamino)salicylic Acid

There total 3 articles about 5-(N-tert-Butoxycarbonylamino)salicylic 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-Aminosalicylic Acid (89-57-6) → 2-hydroxy-5-<(tert-butoxycarbonyl)amino>benzoic acid (135321-95-8)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 0 - 20 ℃; for 16.5h;

Reference yield: 80.0%

→ 2-hydroxy-5-<(tert-butoxycarbonyl)amino>benzoic acid (135321-95-8)

Guidance literature:

Reference yield:

5-aminosalicyclic acid + di-tert-butyl dicarbonate (24424-99-5) → 2-hydroxy-5-<(tert-butoxycarbonyl)amino>benzoic acid (135321-95-8)

Guidance literature:

With triethylamine; In tert-butyl alcohol;

upstream raw materials:

di-tert-butyl dicarbonate

5-Aminosalicylic Acid

Downstream raw materials:

5-[N-(tert-butoxycarbonyl)amino]-N-(2-morpholinoethyl)salicylamide

5-[N-(tert-butoxycarbonyl)amino]-N-(2-pyridin-2-ylethyl)salicylamide

5-[N-(tert-butoxycarbonyl)amino]-N-(4-methoxy-β-phenethyl)salicylamide

5-tert-Butyloxy-carbonylamino-2-hydroxy-benzoic-(4-bromo-butyl)-Ester Acid

Refernces

• 1、 -. "ACTIVE AGENTS AND METHODS OF THEIR USE FOR THE TREATMENT OF METABOLIC DISORDERS AND NONALCOHOLIC FATTY LIVER DISEASE". Page/Page column 67; 81-82; 86. . Retrieved 2019/12/28.
• 2、 -. "MULTIBIOTIC AGENTS AND METHODS OF USING THE SAME". Page/Page column 82; 127; 128. . Retrieved 2019/01/06.