2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal

Base Information

• Chemical Name: 2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal
• CAS No.: 223788-49-6
• Molecular Formula: C₁₉H₂₅NO₃
• Molecular Weight: 315.412
• Mol file: 223788-49-6.mol

Synonyms:2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal

Chemical Property of 2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal

There total 3 articles about 2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal 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: 91.0%

2-benzyl-6-oxo-2,3,5,6,7,8-hexahydro-1H-isoquinoline-8a-carboxylic acid methyl ester 6-ethylene ketal (223788-46-3) → 2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal (223788-49-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jo982055d

Reference yield:

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester (57611-47-9) → 2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal (223788-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / NaH / methanol / 2 h / Heating

2: 85 percent / TMSCl / 15 h / Ambient temperature

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

With lithium aluminium tetrahydride; chloro-trimethyl-silane; sodium hydride; In tetrahydrofuran; methanol;

DOI:10.1021/jo982055d

Reference yield:

2-benzyl-6-oxo-2,3,4,6,7,8-hexahydro-1H-isoquinoline-8a-carboxylic acid methyl ester (223788-42-9) → 2-benzyl-8a-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-isoquinolin-6-one 6-ethylene ketal (223788-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / TMSCl / 15 h / Ambient temperature

2: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

With lithium aluminium tetrahydride; chloro-trimethyl-silane; In tetrahydrofuran;

DOI:10.1021/jo982055d

upstream raw materials:

2-benzyl-6-oxo-2,3,5,6,7,8-hexahydro-1H-isoquinoline-8a-carboxylic acid methyl ester 6-ethylene ketal

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester

2-benzyl-6-oxo-2,3,4,6,7,8-hexahydro-1H-isoquinoline-8a-carboxylic acid methyl ester