(1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:222987-68-0
Molecular Formula:C₃₄H₃₉NO₅
Molecular Weight:541.687
Hs Code.:

Synonyms:(1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

There total 5 articles about (1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-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: 56.0%

: 222987-66-8
(1R,3R)-N-benzyl-7-bromo-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

: tributyl-(8-methoxy-1-methoxymethoxy-6-methyl-naphthalen-2-yl)-stannane

: 222987-68-0
(1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With triphenylphosphine; lithium chloride; bis(triphenylphosphine)palladium(II)-chloride; copper(I) bromide; In N,N-dimethyl-formamide; at 135 ℃; for 3h;
DOI:10.1016/S0040-4020(00)01110-8

Reference yield:

: 129519-18-2
(1R,3R)-2-Benzyl-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-ol

: 222987-68-0
(1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / NaH / tetrahydrofuran / 20 °C

2.1: n-butyllithium; N,N,N',N'-tetramethylethylenediamine / hexane; petroleum ether / 0 - 10 °C

2.2: 82 percent / 1,2-dibromotetrachloroethane / hexane; petroleum ether / -78 - 20 °C

3.1: 56 percent / triphenylphosphine; LiCl / bis(triphenylphosphine)palladium(II) chloride; CuBr / dimethylformamide / 3 h / 135 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium hydride; triphenylphosphine; lithium chloride; bis(triphenylphosphine)palladium(II)-chloride; copper(I) bromide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; Petroleum ether; 3.1: Stille coupling;
DOI:10.1016/S0040-4020(00)01110-8

Reference yield:

: 222987-65-7
(1R,3R)-N-benzyl-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

: 222987-68-0
(1R,3R)-N-benzyl-7-[4'-methoxy-5'-(methoxymethoxy)-2'-methyl-6'-naphthyl]-8-(methoxymethoxy)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; N,N,N',N'-tetramethylethylenediamine / hexane; petroleum ether / 0 - 10 °C

1.2: 82 percent / 1,2-dibromotetrachloroethane / hexane; petroleum ether / -78 - 20 °C

2.1: 56 percent / triphenylphosphine; LiCl / bis(triphenylphosphine)palladium(II) chloride; CuBr / dimethylformamide / 3 h / 135 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; triphenylphosphine; lithium chloride; bis(triphenylphosphine)palladium(II)-chloride; copper(I) bromide; In hexane; N,N-dimethyl-formamide; Petroleum ether; 2.1: Stille coupling;
DOI:10.1016/S0040-4020(00)01110-8