(S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide

Base Information

• Chemical Name: (S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide
• CAS No.: 1610702-06-1
• Molecular Formula: C₂₆H₃₇NO₆
• Molecular Weight: 459.583
• Mol file: 1610702-06-1.mol

Synonyms:(S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide

Chemical Property of (S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide

There total 4 articles about (S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide 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: 60.0%

potassium (S)-3-(trifluoroborato)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide + 2-bromo-1,3-bis(ethoxymethoxy)benzene (1610702-02-7) → (S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide (1610702-06-1) + C26H35NO6 (1610702-08-3)

Guidance literature:

With palladium diacetate; potassium carbonate; ruphos; In water; toluene; at 85 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jo5008527

Reference yield: 10.0%

potassium (S)-3-(trifluoroborato)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide + 2-iodo-1,3-bis(ethoxymethoxy)benzene (1610702-04-9) → (S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide (1610702-06-1)

Guidance literature:

With palladium diacetate; potassium carbonate; ruphos; In water; toluene; at 85 ℃; for 22h; Inert atmosphere;

DOI:10.1021/jo5008527

Reference yield:

2-iodoresorcinol (41046-67-7) → (S)-3-(2,6-bis(ethoxymethoxy)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide (1610702-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: potassium carbonate; palladium diacetate; ruphos / water; toluene / 22 h / 85 °C / Inert atmosphere

With palladium diacetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; ruphos; In dichloromethane; water; toluene; 2: |Suzuki Coupling;

DOI:10.1021/jo5008527

upstream raw materials:

2-bromo-1,3-bis(ethoxymethoxy)benzene

2-iodo-1,3-bis(ethoxymethoxy)benzene

2-bromoresorcinol

2-iodoresorcinol

Downstream raw materials:

(S)-4-(2,6-bis(ethoxymethoxy)phenyl)-3-methylbutan-2-one

(2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran