(2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone

Base Information

• Chemical Name: (2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone
• CAS No.: 1257519-74-6
• Molecular Formula: C₂₅H₃₄N₂O₃
• Molecular Weight: 410.557
• Mol file: 1257519-74-6.mol

Synonyms:(2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone

Chemical Property of (2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone

There total 1 articles about (2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone 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: 96.0%

2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-2,3-dihydro-4-pyridone + benzyl chloroformate (501-53-1,94274-21-2) → (2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone (1257519-74-6)

Guidance literature:

2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-2,3-dihydro-4-pyridone; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

benzyl chloroformate; In tetrahydrofuran; for 2.5h; Inert atmosphere;

DOI:10.1021/jo1019688

Reference yield: 99.0%

(2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone (1257519-74-6) → (2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-4-piperidone (1257519-75-7)

Guidance literature:

With acetic acid; zinc; at 20 ℃; for 11h; Inert atmosphere;

DOI:10.1021/jo1019688

Reference yield:

(2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-2,3-dihydro-4-pyridone (1257519-74-6) → (2S)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]piperidine (1257519-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; zinc / 11 h / 20 °C / Inert atmosphere

2.1: potassium hexamethylsilazane; N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: 5.75 h

With potassium hexamethylsilazane; acetic acid; N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide; zinc; In tetrahydrofuran;

DOI:10.1021/jo1019688

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

(2R)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]-4-piperidone

C₂₆H₃₅F₃N₂O₅S

C₂₆H₃₅F₃N₂O₅S

(2S)-2-[(4aR,5S,7R,8aR)-1,7-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinolin-5-yl]methyl-1-[(benzyloxy)carbonyl]piperidine