(1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 288395-37-9
• Molecular Formula: C₃₀H₃₁NO₃
• Molecular Weight: 453.581

Synonyms:(1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

There total 3 articles about (1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-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: 94.0%

(1R,3R)-N-benzyl-7-(5'-isopropoxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-methoxymethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline → (1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline (288395-37-9)

Guidance literature:

With boron trichloride; In hexane; dichloromethane; for 0.25h;

DOI:10.1016/S0031-9422(00)00107-2

Reference yield:

Tributyl-(4-isopropoxy-5-methoxy-7-methyl-naphthalen-1-yl)-stannane → (1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline (288395-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / Pd(PPh₃)2Cl₂; PPh₃; further reagents / dimethylformamide / 2 h / Heating

2: 94 percent / BCl₃ / CH₂Cl₂; hexane / 0.25 h

With bis-triphenylphosphine-palladium(II) chloride; boron trichloride; triphenylphosphine; In hexane; dichloromethane; N,N-dimethyl-formamide; 1: Stille coupling / 2: Hydrolysis;

DOI:10.1016/S0031-9422(00)00107-2

Reference yield:

(1R,3R)-N-benzyl-7-bromo-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline (222987-66-8) → (1R,3R)-N-benzyl-7-(5'-hydroxy-4'-methoxy-2'-methyl-8'-naphthyl)-8-hydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline (288395-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / Pd(PPh₃)2Cl₂; PPh₃; further reagents / dimethylformamide / 2 h / Heating

2: 94 percent / BCl₃ / CH₂Cl₂; hexane / 0.25 h

With bis-triphenylphosphine-palladium(II) chloride; boron trichloride; triphenylphosphine; In hexane; dichloromethane; N,N-dimethyl-formamide; 1: Stille coupling / 2: Hydrolysis;

DOI:10.1016/S0031-9422(00)00107-2

upstream raw materials:

(1R,3R)-N-benzyl-7-bromo-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

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