(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline

Base Information

• Chemical Name: (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline
• CAS No.: 696664-24-1
• Molecular Formula: C₂₆H₂₉NO₂
• Molecular Weight: 387.522
• Mol file: 696664-24-1.mol

Synonyms:(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline

Chemical Property of (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline

There total 5 articles about (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline (696664-23-0) → (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline (696664-24-1)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tetasy.2004.02.012

Reference yield:

2-(3'-benzyloxy-4'-methoxyphenethyl)quinoline (696664-22-9) → (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline (696664-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (S)-SegPhos; Li₂CO₃; H₂ / [IrCl(cod)]2 / tetrahydrofuran / 20 °C / 31028.9 Torr

2: LiAlH₄ / diethyl ether / 0 - 20 °C

With (S)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(diphenylphosphine); lithium aluminium tetrahydride; hydrogen; lithium carbonate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; diethyl ether;

DOI:10.1002/anie.200503073

Reference yield:

(S)-(+)-2-(3'-benzyloxy-4'-methoxyphenethyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid benzyl ester → (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydro-1-methylquinoline (696664-24-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃;

DOI:10.1002/anie.200503073

upstream raw materials:

formaldehyd

(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline

2-(3'-benzyloxy-4'-methoxyphenethyl)quinoline

4-methoxy-3-(benzyloxy)benzyl bromide