Benzeneacetamide, N-(5-(((5-(1,1-dimethylethyl)-2-oxazolyl)methyl)thio)-2-thiazolyl)-4-(((2-hydroxy-1-(hydroxymethyl)ethyl)amino)methyl)-

Base Information

• Chemical Name: Benzeneacetamide, N-(5-(((5-(1,1-dimethylethyl)-2-oxazolyl)methyl)thio)-2-thiazolyl)-4-(((2-hydroxy-1-(hydroxymethyl)ethyl)amino)methyl)-
• CAS No.: 333389-24-5
• Molecular Formula: C₂₃H₃₀N₄O₄S₂
• Molecular Weight: 490.648
• UNII: 09RR39UU4V
• Nikkaji Number: J2.788.030D
• Wikidata: Q27116143
• ChEMBL ID: CHEMBL300936
• Mol file: 333389-24-5.mol

Synonyms:BMS-419437;333389-24-5;UNII-09RR39UU4V;09RR39UU4V;CHEBI:34550;Benzeneacetamide, N-(5-(((5-(1,1-dimethylethyl)-2-oxazolyl)methyl)thio)-2-thiazolyl)-4-(((2-hydroxy-1-(hydroxymethyl)ethyl)amino)methyl)-;N-(5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)-2-(4-(((1,3-dihydroxypropan-2-yl)amino)methyl)phenyl)acetamide;BDBM5668;CHEMBL300936;SCHEMBL4730772;FDWQSLRDIBRKEI-UHFFFAOYSA-N;AKOS040750859;2-amino-5-thio-substituted thiazole 45;N-[5-[(5-tert-butyl-1,3-oxazol-2-yl)methylsulfanyl]-1,3-thiazol-2-yl]-2-[4-[(1,3-dihydroxypropan-2-ylamino)methyl]phenyl]acetamide;PD129636;Q27116143;N-(5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-yl)-2-(4-{[(1,3-dihydroxypropan-2-yl)amino]methyl}phenyl)acetamide;N-[5-[[[5-tert-Butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]-4-[[[bis(hydroxymethyl)methyl]amino]methyl]benzeneacetamide Hydrochloride Salt

Chemical Property of Benzeneacetamide, N-(5-(((5-(1,1-dimethylethyl)-2-oxazolyl)methyl)thio)-2-thiazolyl)-4-(((2-hydroxy-1-(hydroxymethyl)ethyl)amino)methyl)-

Chemical Property:

• PKA: 8.69±0.50(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 12
• Exact Mass: 490.17084780
• Heavy Atom Count: 33
• Complexity: 598

Purity/Quality:

≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C1=CN=C(O1)CSC2=CN=C(S2)NC(=O)CC3=CC=C(C=C3)CNC(CO)CO

Technology Process of Benzeneacetamide, N-(5-(((5-(1,1-dimethylethyl)-2-oxazolyl)methyl)thio)-2-thiazolyl)-4-(((2-hydroxy-1-(hydroxymethyl)ethyl)amino)methyl)-

There total 7 articles about Benzeneacetamide, N-(5-(((5-(1,1-dimethylethyl)-2-oxazolyl)methyl)thio)-2-thiazolyl)-4-(((2-hydroxy-1-(hydroxymethyl)ethyl)amino)methyl)- 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: 62.8%

serinol (534-03-2) + 4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide (333389-46-1) → N-[5-[[[5-(1,1-dimethylethyl)-2-oxazolyl]methyl]thio]-2-thiazolyl]-4-[[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]methyl]benzeneacetamide (333389-24-5)

Guidance literature:

In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm0201520

Reference yield:

1-diazo-3,3-dimethyl-2-butanone (6832-15-1) → N-[5-[[[5-(1,1-dimethylethyl)-2-oxazolyl]methyl]thio]-2-thiazolyl]-4-[[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]methyl]benzeneacetamide (333389-24-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1.1 g / BF₃*Et₂O / 0.5 h / 0 °C

2.1: KOtBu / tetrahydrofuran / 0.25 h / 20 °C

2.2: 61 percent / tetrahydrofuran / 16 h / 20 °C

3.1: 75 percent / aq. NaOH / ethanol / 9 h / Heating

4.1: 77 percent / EDCI / CH₂Cl₂ / 0.5 h / 20 °C

5.1: 62.8 percent / tetrahydrofuran; dimethylformamide / 20 °C

With sodium hydroxide; boron trifluoride diethyl etherate; potassium tert-butylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0201520

Reference yield:

pivaloyl chloride (3282-30-2) → N-[5-[[[5-(1,1-dimethylethyl)-2-oxazolyl]methyl]thio]-2-thiazolyl]-4-[[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]methyl]benzeneacetamide (333389-24-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diethyl ether / 16 h / 0 °C

2.1: 1.1 g / BF₃*Et₂O / 0.5 h / 0 °C

3.1: KOtBu / tetrahydrofuran / 0.25 h / 20 °C

3.2: 61 percent / tetrahydrofuran / 16 h / 20 °C

4.1: 75 percent / aq. NaOH / ethanol / 9 h / Heating

5.1: 77 percent / EDCI / CH₂Cl₂ / 0.5 h / 20 °C

6.1: 62.8 percent / tetrahydrofuran; dimethylformamide / 20 °C

With sodium hydroxide; boron trifluoride diethyl etherate; potassium tert-butylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0201520

upstream raw materials:

serinol

4-(bromomethyl)-N-[5-[[[5-tert-butyl-2-oxazolyl]methyl]thio]-2-thiazolyl]benzeneacetamide

1-diazo-3,3-dimethyl-2-butanone

pivaloyl chloride