(2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide

Base Information

• Chemical Name: (2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide
• CAS No.: 1372129-04-8
• Molecular Formula: C₁₇H₂₄INO₂
• Molecular Weight: 401.288
• Mol file: 1372129-04-8.mol

Synonyms:(2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide

Chemical Property of (2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide

There total 1 articles about (2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide 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: 54.0%

(E)-1,4-diiodobut-1-ene + N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide (159213-03-3) → (2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide (1372129-04-8)

Guidance literature:

N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide; With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.33333h; Inert atmosphere;

(E)-1,4-diiodobut-1-ene; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; hexane; water; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol300673m

Reference yield:

(2R,5E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-iodo-N,2-dimethylhex-5-enamide (1372129-04-8) → C14H12Cl3IO3

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / methanol; water; tert-butyl alcohol / 24 h / 85 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; tert-butyl alcohol;

DOI:10.1021/ol300673m

upstream raw materials:

N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide