(S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 136587-48-9
• Molecular Formula: C₁₉H₂₅NO₃
• Molecular Weight: 315.412
• Mol file: 136587-48-9.mol

Synonyms:(S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline

There total 2 articles about (S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline 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: 98.0%

(S)-(-)-(3-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (136657-32-4) → (S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline (136587-48-9)

Guidance literature:

With ammonia; sodium; tert-butyl alcohol; at -78 ℃;

DOI:10.1021/jo00024a032

Reference yield:

((S)-1-tert-Butoxymethyl-2-methyl-propyl)-[1-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-amine (128778-92-7) → (S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline (136587-48-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 98 percent / Na, NH₃(liq.), t-BuOH / -78 °C

With ammonia; sodium; tert-butyl alcohol;

DOI:10.1021/jo00024a032

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-1-<(5-methoxy-1,4-cyclohexadienyl)methyl>-1,2,3,4-tetrahydroisoquinoline (136587-48-9) → (+/-)-2,3-dimethoxy-5,6,8,8a,9,10,13,13a-octahydro-11H-dibenzoquinolizin-1-one (19778-10-0,55090-58-9,136657-33-5)

Guidance literature:

With water; acetic acid; Yield given. Multistep reaction; 1) room temperature, 1.25 h, 2) MeOH, 2 h;

DOI:10.1021/jo00024a032

upstream raw materials:

(S)-(-)-(3-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline

((S)-1-tert-Butoxymethyl-2-methyl-propyl)-[1-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-amine

Downstream raw materials:

(+/-)-2,3-dimethoxy-5,6,8,8a,9,10,13,13a-octahydro-11H-dibenzoquinolizin-1-one