(1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:158705-96-5
Molecular Formula:C₁₈H₂₁NO₃
Molecular Weight:299.37
Hs Code.:

Synonyms:(1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline

There total 7 articles about (1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-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: 85.0%

: 158705-95-4
(3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-3,4-dihydroisoquinoline

: 158705-96-5
(1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With sodium tetrahydroborate; In methanol; Ambient temperature;
DOI:10.1016/0957-4166(94)80127-4

Reference yield:

: 158666-69-4
(R)-(-)-2-(tert-butyldiphenylsilyloxy)-2-(3,4-di-methoxyphenyl)acetonitrile

: 158705-96-5
(1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 6 steps

1: diethyl ether / 5 h / Heating

2: NaBH₄ / diethyl ether; methanol

3: 95 percent / DMAP, Et₃N / CH₂Cl₂ / Ambient temperature

4: 94 percent / PCl₅ / CH₂Cl₂ / 3 h / Ambient temperature

5: 88 percent / Bu₄NF / tetrahydrofuran / 24 h / Ambient temperature

6: 85 percent / NaBH₄ / methanol / Ambient temperature

With dmap; sodium tetrahydroborate; phosphorus pentachloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/0957-4166(94)80127-4

Reference yield:

: (R)-2-(tert-Butyl-diphenyl-silanyloxy)-2-(3,4-dimethoxy-phenyl)-1-phenyl-ethylideneamine

: 158705-96-5
(1R,3S,4R)-(+)-6,7-dimethoxy-4-hydroxy-1-methyl-3-phenyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄ / diethyl ether; methanol

2: 95 percent / DMAP, Et₃N / CH₂Cl₂ / Ambient temperature

3: 94 percent / PCl₅ / CH₂Cl₂ / 3 h / Ambient temperature

4: 88 percent / Bu₄NF / tetrahydrofuran / 24 h / Ambient temperature

5: 85 percent / NaBH₄ / methanol / Ambient temperature

With dmap; sodium tetrahydroborate; phosphorus pentachloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/0957-4166(94)80127-4