(2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane

Base Information

• Chemical Name: (2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane
• CAS No.: 428509-75-5
• Molecular Formula: C₂₄H₂₆BrIO₂
• Molecular Weight: 553.278
• Mol file: 428509-75-5.mol

Synonyms:(2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane

Chemical Property of (2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane

There total 3 articles about (2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane 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: 90.0%

2-bromo-3,4,5-trimethylphenol (87025-09-0) + (2R,4S)-4-(α-iodo-β-naphthyloxy)-2-pentanol (428509-72-2) → (2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane (428509-75-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2004.05.014

Reference yield: 58.0%

2-bromo-3,4,5-trimethylphenol (87025-09-0) + (2S,4R)-4-(α-iodo-β-naphthyloxy)-2-pentanol (428509-74-4) → (2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane (428509-75-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 5 ℃; for 24h;

Reference yield:

3,4,5-trimethylphenol (527-54-8) → (2S,4S)-4-(α-iodo-β-naphthyloxy)-2-(2-bromo-3,4,5-trimethylphenyloxy)pentane (428509-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / N-bromosuccinimide / dimethylformamide / 0 °C

2: 90 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 24 h / 20 °C

With N-Bromosuccinimide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Mitsunobu reaction;

DOI:10.1016/j.tetasy.2004.05.014

upstream raw materials:

2-bromo-3,4,5-trimethylphenol

(2R,4S)-4-(α-iodo-β-naphthyloxy)-2-pentanol

3,4,5-trimethylphenol

(2S,4R)-4-(α-iodo-β-naphthyloxy)-2-pentanol