ethyl 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

Base Information

• Chemical Name: ethyl 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
• CAS No.: 333340-99-1
• Molecular Formula: C₂₁H₂₅NO₅
• Molecular Weight: 371.433
• DSSTox Substance ID: DTXSID901112893
• Nikkaji Number: J3.004.005H
• Mol file: 333340-99-1.mol

Synonyms:ethyl 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate;Oprea1_276901;Oprea1_829345;MLS000688465;DTXSID901112893;HMS2602G18;STK871933;AKOS000573488;AKOS022092139;333340-99-1;SMR000284387;AB00076820-01;2-Amino-7,7-dimethyl-5-oxo-4-(2-methoxyphenyl)-5,6,7,8-tetrahydro-4H-1-benzopyran-3-carboxylic acid ethyl ester;Ethyl 2-amino-5,6,7,8-tetrahydro-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-4H-1-benzopyran-3-carboxylate

Chemical Property of ethyl 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 371.17327290
• Heavy Atom Count: 27
• Complexity: 691

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC2=C(C1C3=CC=CC=C3OC)C(=O)CC(C2)(C)C)N

Technology Process of ethyl 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

There total 3 articles about ethyl 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 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: 70.0%

2-cyano-3-(2-methoxyphenyl)acrylic acid ethyl ester (14533-89-2,7443-24-5) + dimedone (126-81-8) → 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester (333340-99-1)

Guidance literature:

With sodium ethanolate; In ethanol; Reflux;

DOI:10.1080/00397911.2010.515346

Reference yield:

ethyl 2-cyanoacetate (105-56-6) → 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester (333340-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Alkaline conditions

2: sodium ethanolate / ethanol / Reflux

With sodium ethanolate; In ethanol; 1: Knoevenagel condensation;

DOI:10.1080/00397911.2010.515346

Reference yield:

ortho-anisaldehyde (135-02-4) → 2-amino-4-(2-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester (333340-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Alkaline conditions

2: sodium ethanolate / ethanol / Reflux

With sodium ethanolate; In ethanol; 1: Knoevenagel condensation;

DOI:10.1080/00397911.2010.515346

upstream raw materials:

2-cyano-3-(2-methoxyphenyl)acrylic acid ethyl ester

dimedone

ethyl 2-cyanoacetate

ortho-anisaldehyde