(R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:21858-17-3
Molecular Formula:C₂₆H₂₉NO₃
Molecular Weight:403.521
Hs Code.:

Synonyms:(R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

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Technology Process of (R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

There total 10 articles about (R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-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:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: C₂₅H₂₇NO₃

: 21858-17-3
(R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With sodium tetrahydroborate; In methanol; water; at 0 - 20 ℃;
DOI:10.1248/cpb.c12-00820

Reference yield:

: 15357-95-6
7-(benzyloxy)-6-methoxy-1,2,3,4-tetrahydroisoquinoline

: 21858-17-3
(R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / benzene / 2 h / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -80 °C

2.2: 2 h / -98 - 0 °C

3.1: toluene-4-sulfonic acid; hydrazine hydrate / ethanol / 2 h / Reflux

4.1: sodium tetrahydroborate / methanol; water / 0 - 20 °C

With sodium tetrahydroborate; n-butyllithium; toluene-4-sulfonic acid; hydrazine hydrate; In tetrahydrofuran; methanol; ethanol; hexane; water; benzene;
DOI:10.1248/cpb.c12-00820

Reference yield:

: 30034-49-2
β-(4-benzyloxy-3-methoxyphenyl)propionic acid

: 21858-17-3
(R)-7-(benzyloxy)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: diphenyl phosphoryl azide; triethylamine / toluene / 0.5 h / 0 °C / Reflux

2: toluene / 1 h / 20 °C / Cooling with ice

3: trifluoroacetic acid / dichloromethane / 16 h / -20 °C

4: sodium butanolate / butan-1-ol / 1 h / Reflux

5: sodium tetrahydroborate / methanol; water / 1 h / 20 °C

With sodium tetrahydroborate; diphenyl phosphoryl azide; triethylamine; sodium butanolate; trifluoroacetic acid; In methanol; dichloromethane; water; toluene; butan-1-ol; 1: |Curtius Rearrangement / 3: |Pictet-Spengler Synthesis;
DOI:10.3987/COM-18-S(T)64