di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate

Base Information

• Chemical Name: di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate
• CAS No.: 1448338-50-8
• Molecular Formula: C₃₈H₃₂O₃
• Molecular Weight: 536.67
• Mol file: 1448338-50-8.mol

Synonyms:

Chemical Property of di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate

There total 4 articles about di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate 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: 18.0%

2-((1,1'-biphenyl)-2-yloxy)pentanoic acid (1448338-48-4) + bis(1-naphthyl)methanol (62784-66-1) → di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate (1448338-50-8) + (R)-2-[(1,1'-biphenyl)-2-yloxy]pentanoic acid (1448338-52-0) + (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoic acid

Guidance literature:

With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 24h; enantioselective reaction; Inert atmosphere;

DOI:10.3987/COM-12-S(N)79

Reference yield:

ethyl 2-([1,1'-biphenyl]-2-yloxy)pentanoate (1448338-57-5) → di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate (1448338-50-8) + (R)-2-[(1,1'-biphenyl)-2-yloxy]pentanoic acid (1448338-52-0) + (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoic acid

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; water / ethanol / 4 h / 0 - 20 °C / Inert atmosphere

2: 2,2-dimethylpropanoic anhydride; (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; water; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.3987/COM-12-S(N)79

Reference yield:

ethyl 2-hydroxy-n-valerate (88945-70-4,115626-59-0,126372-01-8,6938-26-7) → di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate (1448338-50-8) + (R)-2-[(1,1'-biphenyl)-2-yloxy]pentanoic acid (1448338-52-0) + (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoic acid

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran; toluene / 16 h / 0 - 20 °C / Inert atmosphere

2: sodium hydroxide; water / ethanol / 4 h / 0 - 20 °C / Inert atmosphere

3: 2,2-dimethylpropanoic anhydride; (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; di-isopropyl azodicarboxylate; water; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; ethanol; toluene;

DOI:10.3987/COM-12-S(N)79

upstream raw materials:

ethyl 2-([1,1'-biphenyl]-2-yloxy)pentanoate

ethyl 2-hydroxy-n-valerate

2-Phenylphenol

2-((1,1'-biphenyl)-2-yloxy)pentanoic acid

Refernces