Bila 2185BS

Base Information

• Chemical Name: Bila 2185BS
• CAS No.: 154612-58-5
• Molecular Formula: C₃₅H₄₆N₄O₄S
• Molecular Weight: 618.841
• DSSTox Substance ID: DTXSID80935023
• Nikkaji Number: J728.854I
• Wikidata: Q27149155
• ChEMBL ID: CHEMBL267571
• Mol file: 154612-58-5.mol

Synonyms:BILA 2185 BS;BILA-2185-BS;N-tert-butyl-1-(3(S)-(((2,6-dimethylphenoxy)acetyl)amino)-2(R)-hydroxy-4-phenylbutyl)-4(R)-(4-pyridinylthio)piperidine-2(s)-carboxamide

Chemical Property of Bila 2185BS

Chemical Property:

• Vapor Pressure: 2.02E-31mmHg at 25°C
• Boiling Point: 858.7°Cat760mmHg
• PKA: 13.91±0.46(Predicted)
• Flash Point: 473.1°C
• PSA: 136.07000
• Density: 1.21g/cm³
• LogP: 6.32410
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 618.32397713
• Heavy Atom Count: 44
• Complexity: 878

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)OCC(=O)NC(CC2=CC=CC=C2)C(CN3CCC(CC3C(=O)NC(C)(C)C)SC4=CC=NC=C4)O
• Isomeric SMILES: CC1=C(C(=CC=C1)C)OCC(=O)N[C@@H](CC2=CC=CC=C2)[C@@H](CN3CC[C@H](C[C@H]3C(=O)NC(C)(C)C)SC4=CC=NC=C4)O

Technology Process of Bila 2185BS

There total 11 articles about Bila 2185BS 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: 85.0%

2-(2,6-dimethylphenoxy)acetic acid (13335-71-2) + (2S,4R)-1-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-4-(pyridin-4-ylsulfanyl)-piperidine-2-carboxylic acid tert-butylamide; hydrochloride → (2S,4R)-1-{(2R,3S)-3-[2-(2,6-Dimethyl-phenoxy)-acetylamino]-2-hydroxy-4-phenyl-butyl}-4-(pyridin-4-ylsulfanyl)-piperidine-2-carboxylic acid tert-butylamide (154612-58-5)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

DOI:10.1021/jm990336n

Reference yield:

ethyl 2-(2,6-dimethylphenoxy)acetate (6279-47-6) → (2S,4R)-1-{(2R,3S)-3-[2-(2,6-Dimethyl-phenoxy)-acetylamino]-2-hydroxy-4-phenyl-butyl}-4-(pyridin-4-ylsulfanyl)-piperidine-2-carboxylic acid tert-butylamide (154612-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1N aq. NaOH / 4 h / Heating

2: 85 percent / BOP; iPr₂NEt / dimethylformamide / 2.5 h / 20 °C

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; 1: Hydrolysis / 2: Condensation;

DOI:10.1021/jm990336n

Reference yield:

pyridine-4-thiol (4556-23-4) → (2S,4R)-1-{(2R,3S)-3-[2-(2,6-Dimethyl-phenoxy)-acetylamino]-2-hydroxy-4-phenyl-butyl}-4-(pyridin-4-ylsulfanyl)-piperidine-2-carboxylic acid tert-butylamide (154612-58-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / NaH / dimethylformamide / 18 h / 43 °C

2: 4N HCl in dioxane / 0.33 h / 20 °C

3: 53 percent / LiCl / ethanol / 22 h / 60 °C

4: 4N HCl in dioxane / 0.33 h / 20 °C

5: 85 percent / BOP; iPr₂NEt / dimethylformamide / 2.5 h / 20 °C

With hydrogenchloride; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium chloride; In ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: acidolysis / 3: Addition / 4: acidolysis / 5: Condensation;

DOI:10.1021/jm990336n

upstream raw materials:

2-(2,6-dimethylphenoxy)acetic acid

pyridine-4-thiol

2.6-dimethylphenol

ethyl 2-(2,6-dimethylphenoxy)acetate

Refernces