N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide

Base Information

• Chemical Name: N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide
• CAS No.: 147008-23-9
• Molecular Formula: C₂₈H₂₉NO₃
• Molecular Weight: 427.543
• Mol file: 147008-23-9.mol

Synonyms:N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide

Chemical Property of N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide

There total 2 articles about N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide 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: 91.0%

2-Methoxypropene (116-11-0) + N-(1S,2R-indanyl-2-ol)-3-(3-benzyloxy-phenyl)-propanamide (374938-41-7) → N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide (147008-23-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 0 - 20 ℃; cooling;

DOI:10.1021/jm015533c

Reference yield:

3-(3-(benzyloxy)phenyl)propanoic acid (57668-34-5) → N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide (147008-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / BOP; diethylisopropyl amine / dimethylformamide / 5 h / 0 - 20 °C

2: 91 percent / PPTS / CH₂Cl₂ / 0 - 20 °C / cooling

With N,N-diethyl-N-isopropylamine; pyridinium p-toluenesulfonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm015533c

Reference yield: 61.0%

bromoacetic acid tert-butyl ester (5292-43-3) + N-(1S,2R-N,O-dimethylacetonide-indanyl)-3-(3-benzyloxy-phenyl)-propanamide (147008-23-9) → N-(1S,2R-N,O-dimethylacetonide-indanyl)-2R-(3-benzyloxy-phenylmethyl)-3-(tert-butoxycarbonyl)propanamide (220682-45-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1021/jm015533c

upstream raw materials:

2-Methoxypropene

N-(1S,2R-indanyl-2-ol)-3-(3-benzyloxy-phenyl)-propanamide

3-(3-(benzyloxy)phenyl)propanoic acid

Downstream raw materials:

N-(1S,2R-N,O-dimethylacetonide-indanyl)-2R-(3-benzyloxy-phenylmethyl)-3-(tert-butoxycarbonyl)propanamide