(1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:178949-48-9
Molecular Formula:C₂₀H₂₅NO₂
Molecular Weight:311.424
Hs Code.:

Synonyms:(1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

There total 7 articles about (1R,3R)-2-benzyl-6,8-dimethoxy-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: 94.0%

: 100-39-0
benzyl bromide

: 160538-95-4
(1R,3R)-(-)-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline

: 178949-48-9
(1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With potassium carbonate; In butanone; Ambient temperature;
DOI:10.1016/0040-4039(96)00525-4

Reference yield: 93.0%

: 60-29-7,927820-24-4
diethyl ether

: 584-08-7
potassium carbonate

: 100-44-7
benzyl chloride

: 160538-95-4
(1R,3R)-(-)-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline

: 178949-48-9
(1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: In butanone;

Reference yield:

: (R,R)-N-<1-(3,5-dimethoxyphenyl)-2-propyl>-α-methylbenzenemethanamine hydrochloride

: 178949-48-9
(1R,3R)-2-benzyl-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / H₂ / 5percent Pd/C / methanol; H₂O / 18 h / 0 °C / 2585.7 Torr

2: 94 percent / Et₃N / CH₂Cl₂ / 3 h / 23 °C

3: POCl₃ / acetonitrile / a) 82 deg C, 8 h, b) 23 deg C, 18 h

4: 89 percent / LiAlH₄, AlMe₃ / tetrahydrofuran; toluene / 3.5 h / -78 - 0 °C

5: K₂CO₃ / tetrahydrofuran / 24 h / 20 °C

With lithium aluminium tetrahydride; hydrogen; trimethylaluminum; potassium carbonate; triethylamine; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/jhet.5570330460