(3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline

Base Information

• Chemical Name: (3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline
• CAS No.: 123284-47-9
• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.381

Synonyms:(3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline

Chemical Property of (3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline

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Technology Process of (3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline

There total 14 articles about (3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline 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: 100.0%

(1'S)-6,7-dimethoxy-2-2'-hydroxy-1'-phenylethyl-1,2,3,4-tetrahydroisoquinoline N-oxide → (3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline (123284-47-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

Reference yield: 95.0%

2-((S)-2-Hydroxy-1-phenyl-ethyl)-6,7-dimethoxy-3,4-dihydro-isoquinolinium; bromide (123190-15-8) → (3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline (123284-47-9) + (3S,9bS)-7,8-dimethoxy-3-phenyl-3aH-2,3-dihydro-9bH-oxazolo<2,3-a>isoquinoline (153152-79-5)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃; for 1h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)88483-X

Reference yield:

2-((S)-2-Hydroxy-1-phenyl-ethyl)-6,7-dimethoxy-3,4-dihydro-isoquinolinium; chloride → (3S,10bR)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline (123284-47-9)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(01)87916-3

upstream raw materials:

2-((S)-2-Hydroxy-1-phenyl-ethyl)-6,7-dimethoxy-3,4-dihydro-isoquinolinium; bromide

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

(R)-Styrene oxide

(1'S)-6,7-dimethoxy-2-2'-hydroxy-1'-phenylethyl-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(1S,1'S)-6,7-dimethoxy-2-(2-hydroxy-1-phenylethyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

(S)-2-((S)-6,7-Dimethoxy-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-2-phenyl-ethanol

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