N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 210585-41-4
• Molecular Formula: C₃₈H₄₀N₂O₆
• Molecular Weight: 620.745
• Mol file: 210585-41-4.mol

Synonyms:

Chemical Property of N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

There total 1 articles about N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester 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:

(4S)-4,7,7-trimethyl-3-exo-(1-naphthyl)bicyclo<2.2.1>heptan-2-exo-ol (135557-18-5) + N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (210585-28-7) → N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester (210585-41-4)

Guidance literature:

DOI:10.1016/0040-4039(95)02115-9

Reference yield:

N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester (210585-41-4) → 2-Diazo-N-(4-methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester (174618-62-3)

Guidance literature:

With potassium hydride; Methanesulfonyl azide; In tetrahydrofuran;

DOI:10.1016/0040-4039(95)02115-9

Reference yield:

N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester (210585-41-4) → 1-(4-Methoxy-phenyl)-4-(4-nitro-phenyl)-2-oxo-pyrrolidine-3-carboxylic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester (210585-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: MsN₃, KH / tetrahydrofuran

2: 76 percent / Rh₂(OAc)4 / CH₂Cl₂ / Heating

With dirhodium tetraacetate; potassium hydride; Methanesulfonyl azide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(95)02115-9

upstream raw materials:

(4S)-4,7,7-trimethyl-3-exo-(1-naphthyl)bicyclo<2.2.1>heptan-2-exo-ol

N-(4-Methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid

Downstream raw materials:

2-Diazo-N-(4-methoxy-phenyl)-N-[2-(4-nitro-phenyl)-ethyl]-malonamic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

1-(4-Methoxy-phenyl)-4-(4-nitro-phenyl)-2-oxo-pyrrolidine-3-carboxylic acid (1R,2S,3S,4R)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester