(S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester
• CAS No.: 386285-40-1
• Molecular Formula: C₂₀H₂₅NO₅
• Molecular Weight: 359.422
• Mol file: 386285-40-1.mol

Synonyms:(S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester

Chemical Property of (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester

There total 9 articles about (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl 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: 85.0%

(S)-3-(3,4-Dimethoxy-phenyl)-3-{2-[1-ethoxycarbonyl-meth-(E)-ylidene]-piperidin-1-yl}-propionic acid → (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester (386285-40-1)

Guidance literature:

With acetic anhydride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1021/ol016802w

Reference yield: 65.0%

(S)-3-Amino-3-(3,4-dimethoxy-phenyl)-propionic acid ethyl ester (54503-21-8) + 7-trifluoromethanesulfonyloxy-hept-2-ynoic acid ethyl ester → (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester (386285-40-1) + (S)-3-(3,4-dimethoxyphenyl)-3-(2-ethoxycarbonylmethylenepiperidin-1-yl)-propionic acid ethyl ester

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -15 - 0 ℃; for 12h;

DOI:10.1021/ol016802w

Reference yield: 48.0%

ethyl 7-iodo-2-heptynoate (90642-54-9) + (S)-3-Amino-3-(3,4-dimethoxy-phenyl)-propionic acid ethyl ester (54503-21-8) → (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester (386285-40-1) + (S)-3-(3,4-dimethoxyphenyl)-3-(2-ethoxycarbonylmethylenepiperidin-1-yl)-propionic acid ethyl ester

Guidance literature:

With 4 A molecular sieve; potassium carbonate; In acetonitrile; at 80 ℃; for 24h; Further Variations:; Reagents; Solvents; Temperatures; reaction times; Product distribution;

DOI:10.1021/ol016802w

upstream raw materials:

ethyl 7-iodo-2-heptynoate

methyl (3S)-3-amino-3-(3,4-dimethoxyphenyl)propanoate

(S)-3-Amino-3-(3,4-dimethoxy-phenyl)-propionic acid ethyl ester

Downstream raw materials:

(S)-4-(3,4-Dimethoxy-phenyl)-3,4,6,7,8,9-hexahydro-quinolizin-2-one

(2R,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine

(-)-(2S,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine