(R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline

Base Information

Chemical Name:(R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline
CAS No.:70962-36-6
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

Synonyms:(R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline

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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-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline

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Technology Process of (R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline

There total 2 articles about (R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline 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: 98.0%

: 70962-30-0
(R)-1-(3,5-dibenzyloxy-4-methoxybenzyl)-1,2,3,4-tetrahydro-6-methoxy-2-methylisoquinoline

: 70962-36-6
(R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline

Guidance literature:: With ammonia; lithium; In tetrahydrofuran; methanol; diethyl ether; tert-butyl alcohol; at -65 - -50 ℃; for 2.75h;
DOI:10.1002/recl.19831020303

Reference yield:

: 67315-07-5
(+)-(R)-1-(3,5-dibenzyloxy-4-methoxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline

: 70962-36-6
(R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / sodium cyanotrihydroborate / acetonitrile / 0.01 h / Ambient temperature

2: 98 percent / Li/NH₃ (liq.) / tetrahydrofuran; diethyl ether; 2-methyl-propan-2-ol; methanol / 2.75 h / -65 - -50 °C

With ammonia; lithium; sodium cyanoborohydride; In tetrahydrofuran; methanol; diethyl ether; acetonitrile; tert-butyl alcohol;
DOI:10.1002/recl.19831020303

Reference yield:

: 70962-36-6
(R)-1-(3,5-dihydroxy-4-methoxybenzyl)-1,2,3,4,5,8-hexahydro-6-methoxy-2-methylisoquinoline

: 847-86-9
(-)-Dihydrothebainon

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / cc.HCl / diethyl ether / 48 h / -10 °C

2: 95 percent / 2N NH₃ (pH=8)

3: 80 percent / Br₂ / aq. acetic acid / 3 h / in the dark

4: 70 percent / Br₂ / aq. acetic acid / 3 h / Ambient temperature; in the dark

5: K₂CO₃ / dimethylformamide / 1 h / 70 °C

6: H₂ / 10 percent Pd/C / methanol; aq. acetic acid / 71 h / 55 - 85 °C

With hydrogenchloride; ammonium hydroxide; hydrogen; bromine; potassium carbonate; palladium on activated charcoal; In methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/recl.19831020303