(R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:1316259-22-9
Molecular Formula:C₁₈H₂₁NO₃
Molecular Weight:299.37
Hs Code.:

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

Suppliers and Price of (R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-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)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

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

There total 13 articles about (R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-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: 22.0%

: 1719-33-1
1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

: 1316259-22-9
(R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

: (S)-2,9-dihydroxy-3-methoxyberbine

Guidance literature:: With berberine bridge enzyme; tris hydrochloride; magnesium chloride; In toluene; at 40 ℃; for 24h; pH=9; optical yield given as %ee; enantioselective reaction; Darkness; Enzymatic reaction;
DOI:10.1021/jo201056f

Reference yield:

: 1719-33-1
1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

: 1316259-22-9
(R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

: (+)-canelilline

Guidance literature:: With Escherichia coli monoamine oxidase MAO-N D₁₁; enantioselective reaction; Enzymatic reaction;
DOI:10.1002/anie.201400027

Reference yield:

: 22231-61-4
2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine

: 1316259-22-9
(R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

: (S)-2,9-dihydroxy-3-methoxyberbine

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 3 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

3.1: sodium hydroxide / chloroform / 0 - 20 °C

4.1: trichlorophosphate / acetonitrile / 3 h / Reflux; Inert atmosphere

4.2: 20 °C / Inert atmosphere; Cooling with ice

5.1: palladium 10% on activated carbon; hydrogen; acetic acid / methanol / 16 h

6.1: berberine bridge enzyme; tris hydrochloride; magnesium chloride / toluene / 24 h / 40 °C / pH 9 / Darkness; Enzymatic reaction

With lithium aluminium tetrahydride; berberine bridge enzyme; palladium 10% on activated carbon; hydrogen; tris hydrochloride; acetic acid; triethylamine; sodium hydroxide; magnesium chloride; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene; acetonitrile; 3.1: Schotten-Baumann reaction / 4.1: Bischler-Napieralski cyclization;
DOI:10.1021/jo201056f