(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

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]-4-piperidone
• CAS No.: 1257519-75-7
• Molecular Formula: C₂₅H₃₆N₂O₃
• Molecular Weight: 412.572
• Mol file: 1257519-75-7.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]-4-piperidone

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]-4-piperidone

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]-4-piperidone

There total 3 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]-4-piperidone 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: 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:

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]-4-piperidone (1257519-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: 2.5 h / Inert atmosphere

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

With n-butyllithium; acetic acid; zinc; In tetrahydrofuran;

DOI:10.1021/jo1019688

Reference yield:

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 → (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:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: 2.5 h / Inert atmosphere

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

With n-butyllithium; acetic acid; zinc; In tetrahydrofuran;

DOI:10.1021/jo1019688

upstream 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]-2,3-dihydro-4-pyridone

benzyl chloroformate

Downstream raw materials:

(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

C₃₂H₄₃ClN₂O₄

C₃₁H₄₀N₂O₄

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