9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one

Base Information

• Chemical Name: 9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one
• CAS No.: 7744-58-3
• Molecular Formula: C₂₅H₃₁NO₃
• Molecular Weight: 393.526
• Mol file: 7744-58-3.mol

Synonyms:9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one

Chemical Property of 9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one

There total 11 articles about 9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one 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: 68.1%

6-(benzyloxy)-7-methoxy-3,4-dihydroisoquinoline (68360-22-5) + trimethyl[2-(2-methylpropyl)-3-oxobutyl]azanium iodide (1069-62-1) → 9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one (7744-58-3)

Guidance literature:

In methanol; at 20 ℃; for 31h; Reflux;

DOI:10.1080/00397911.2019.1663539

Reference yield: 48.3%

6-(benzyloxy)-7-methoxy-3,4-dihydroisoquinoline (68360-22-5) + 3-[(dimethylamino)methyl]-5-methylhexan-2-one (91342-74-4) → 9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one (7744-58-3)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In ethanol; water; for 5h; Reflux;

DOI:10.1016/j.ejmech.2021.113718

Reference yield:

3-benzyloxy-4-methoxybenzaldehyde (6346-05-0) → 9-(benzyloxy)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one (7744-58-3)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonium acetate; acetic acid / Reflux

2: lithium aluminium tetrahydride

3: acetic acid; trifluoroacetic acid

4: N-benzyl-N,N,N-triethylammonium chloride / water / 6 h / 95 °C

With lithium aluminium tetrahydride; ammonium acetate; N-benzyl-N,N,N-triethylammonium chloride; acetic acid; trifluoroacetic acid; In water;

DOI:10.1002/chir.22126

upstream raw materials:

6-(benzyloxy)-7-methoxy-3,4-dihydroisoquinoline

3-[(dimethylamino)methyl]-5-methylhexan-2-one

3-benzyloxy-4-methoxybenzaldehyde

3-benzyloxy-4-methoxy-β-nitrostyrene

Downstream raw materials:

C₂₅H₃₃NO₃

(2R,3R,11bR)-9-(benzyloxy)-3-isobutyl-10-methoxy-2,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-ol

(2R,3R,11bR)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline-2,9-diol