(2-TERT-BUTOXYCARBONYLAMINO-THIAZOL-4-YL)-ACETIC ACID

Base Information

• Chemical Name: (2-TERT-BUTOXYCARBONYLAMINO-THIAZOL-4-YL)-ACETIC ACID
• CAS No.: 89336-46-9
• Molecular Formula: C10H14N2O4S
• Molecular Weight: 258.298
• Hs Code.: 2934100090
• Mol file: 89336-46-9.mol

Synonyms:{2-[(Tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetic acid;Boc-2-amino-4-thiazole acetic acid;

Chemical Property of (2-TERT-BUTOXYCARBONYLAMINO-THIAZOL-4-YL)-ACETIC ACID

Chemical Property:

• Melting Point: 168 °C
• PKA: 5.20±0.70(Predicted)
• PSA: 116.76000
• Density: 1.37 g/cm³
• LogP: 2.19020
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Boc-2-amino-4-thiazoleAceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Boc-2-amino-4-thiazole Acetic Acid is a reactant that is used in the preparation of phenylhydroxylmethylpyrrolidinylmetylphenylthiozolylacetaimde deriivatives as human β3 adrenergic receptor agonists via multi step synthesis.

Technology Process of (2-TERT-BUTOXYCARBONYLAMINO-THIAZOL-4-YL)-ACETIC ACID

There total 9 articles about (2-TERT-BUTOXYCARBONYLAMINO-THIAZOL-4-YL)-ACETIC 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%

ethyl {2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetate (82548-78-5) → 2-{2[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetic acid (89336-46-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 5h;

DOI:10.1021/acsmedchemlett.8b00506

Reference yield: 92.0%

2-amino-4-thiazoleacetic acid (29676-71-9) + di-tert-butyl dicarbonate (24424-99-5) → 2-{2[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetic acid (89336-46-9)

Guidance literature:

In isopropyl alcohol; at 0 - 20 ℃; for 12h; Solvent;

Reference yield: 81.6%

ethyl 2-amino-1,3-thiazol-4-acetate (53266-94-7) + di-tert-butyl dicarbonate (24424-99-5) → 2-{2[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetic acid (89336-46-9)

Guidance literature:

ethyl 2-amino-1,3-thiazol-4-acetate; di-tert-butyl dicarbonate; With dmap; In dichloromethane; at 30 ℃;

With lithium hydroxide monohydrate; water; In ethanol; at 40 ℃; for 2h; Temperature;

upstream raw materials:

methyl 2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetate

di-tert-butyl dicarbonate

(2-amino-thiazol-4-yl)-acetic acid methyl ester

ethyl {2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetate

Downstream raw materials:

tert-butyl (2S,5R)-2-{4-[({2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetyl)amino]benzyl}-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(pyridin-3-yl)methyl]pyrrolidine-1-carboxylate trifluoroacetate

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

C₆₀H₆₄ClN₆O₁₁S₂⁽¹⁺⁾*I^(1-)

(6R,7R)-7-[2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-acetylamino]-8-oxo-3-(1-trityl-1H-[1,2,3]triazol-4-ylsulfanylmethylsulfanyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Refernces

• 1、 Dash, Jyotirmayee,Dutta, Debasish,Paul, Raj,Paul, Rakesh. "Target-Directed Azide-Alkyne Cycloaddition for Assembling HIV-1 TAR RNA Binding Ligands". supporting information. p. 12407 - 12411. Retrieved 2020/06/01.
• 2、 Mori, Mattia,Dasso Lang, Maria Chiara,Saladini, Francesco,Palombi, Nastasja,Kovalenko, Lesia,De Forni, Davide,Poddesu, Barbara,Friggeri, Laura,Giannini, Alessia,Malancona, Savina,Summa, Vincenzo,Zazzi, Maurizio,Mely, Yves,Botta, Maurizio. "Synthesis and Evaluation of Bifunctional Aminothiazoles as Antiretrovirals Targeting the HIV-1 Nucleocapsid Protein". supporting information. p. 463 - 468. Retrieved 2019/04/25.