3-((tert-Butoxycarbonyl)amino)-5-hydroxybenzoic acid

Base Information

• Chemical Name: 3-((tert-Butoxycarbonyl)amino)-5-hydroxybenzoic acid
• CAS No.: 232595-59-4
• Molecular Formula: C₁₂H₁₅NO₅
• Molecular Weight: 253.255
• Hs Code.: 2924299090
• European Community (EC) Number: 630-150-8
• DSSTox Substance ID: DTXSID90592787
• Wikidata: Q82487085
• Mol file: 232595-59-4.mol

Synonyms:232595-59-4;3-(N-Boc-amino)-5-hydroxybenzoic Acid;3-((tert-Butoxycarbonyl)amino)-5-hydroxybenzoic acid;3-[(tert-Butoxycarbonyl)amino]-5-hydroxybenzoic acid;3-hydroxy-5-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic acid;MFCD02682202;Benzoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-hydroxy-;3-Amino-5-hydroxybenzoic acid, N-BOC protected;SCHEMBL2178704;DTXSID90592787;KSTCXQVSGVVIAO-UHFFFAOYSA-N;AMY39913;AC1652;AKOS016007297;3-(N-Boc-amino)-5-hydroxybenzoicAcid;AC-2629;CS-11010;SY002341;DB-012796;CS-0371728;EN300-763959;3-tert-butoxycarbonylamino-5-hydroxy-benzoic acid;A878291;3-{[(tert-butoxy)carbonyl]amino}-5-hydroxybenzoic acid

Chemical Property of 3-((tert-Butoxycarbonyl)amino)-5-hydroxybenzoic acid

Chemical Property:

• Vapor Pressure: 5.66E-07mmHg at 25°C
• Melting Point: 150 °C
• Refractive Index: 1.601
• Boiling Point: 395.8 °C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 193.1 °C
• PSA: 95.86000
• Density: 1.337 g/cm³
• LogP: 2.51040
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• 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% ^*data from raw suppliers

3-(N-Boc-Amino)-5-hydroxybenzoicAcid ^*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(=CC(=C1)C(=O)O)O
• Uses: 3-(N-Boc-Amino)-5-hydroxybenzoic Acid is used as a reactant in the preparation of thiazolecarboxamides as vitronectin receptor antagonists.

Technology Process of 3-((tert-Butoxycarbonyl)amino)-5-hydroxybenzoic acid

There total 4 articles about 3-((tert-Butoxycarbonyl)amino)-5-hydroxybenzoic 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: 62.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-amino-5-hydroxybenzoic acid hydrochloride (14206-69-0) → 3-tert-butoxycarbonylamino-5-hydroxy-benzoic acid (232595-59-4)

Guidance literature:

di-tert-butyl dicarbonate; 3-amino-5-hydroxybenzoic acid hydrochloride; With sodium hydrogencarbonate; sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 12h;

With hydrogenchloride; In water;

Reference yield:

3,5-Dihydroxybenzoic acid (99-10-5) → 3-tert-butoxycarbonylamino-5-hydroxy-benzoic acid (232595-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonium hydroxide; ammonium chloride / 72 h / 180 °C / Autoclave

1.2: 24 h / 100 °C

2.1: sodium hydrogencarbonate; sodium hydroxide / 1,4-dioxane; water / 12 h / 20 °C

With ammonium hydroxide; sodium hydrogencarbonate; ammonium chloride; sodium hydroxide; In 1,4-dioxane; water;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 3-amino-5-hydroxybenzoic acid (76045-71-1) → 3-tert-butoxycarbonylamino-5-hydroxy-benzoic acid (232595-59-4)

Guidance literature:

With triethylamine; In water; tert-butyl alcohol;

upstream raw materials:

di-tert-butyl dicarbonate

3-amino-5-hydroxybenzoic acid

3-amino-5-hydroxybenzoic acid hydrochloride

3,5-Dihydroxybenzoic acid

Refernces

• 1、 -. "Thiazole derivatives". Page column 63. . Retrieved 2010/11/29.