(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

Base Information

Chemical Name:(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline
CAS No.:121587-49-3
Molecular Formula:C₂₁H₂₅NO₂
Molecular Weight:323.435
Hs Code.:

Synonyms:(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

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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-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

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Technology Process of (R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

There total 12 articles about (R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline 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%

: 157459-19-3
(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 121587-49-3
(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; Ambient temperature;
DOI:10.1016/S0040-4039(00)82331-X

Reference yield:

: 121587-37-9
(3-Methoxy-2-trimethylsilanyl-phenyl)-acetonitrile

: 121587-49-3
(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 11 steps

1: BH₃*THF / Heating

2: Et₃N / methanol

3: 80 percent / Br₂ / CCl₄ / -20 °C

4: 1.) n-BuLi / 1.) -78 deg C, Et₂O, 2.) -78 to 0 deg C

5: 84 percent / CrO₃*2pyridine / CH₂Cl₂ / Ambient temperature

6: 1.) K₂CO₃, 2.) NaBH₃CN / 1.) aq. MeOH, RT, 2.) -20 deg C

7: HCl / methanol / Ambient temperature

8: aq. NaOH / CH₂Cl₂

9: 92 percent / toluene / Heating

10: 86 percent / (MeO)3P / Heating

11: 85 percent / LiAlH₄ / diethyl ether / Ambient temperature

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; borane-THF; bromine; dipyridine chromium trioxide; sodium cyanoborohydride; potassium carbonate; triethylamine; phosphorous acid trimethyl ester; In methanol; tetrachloromethane; diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)82331-X

Reference yield:

: 121587-40-4
N-trifluoroacetyl-2-(2-bromo-3-methoxyphenyl)ethylamine

: 121587-49-3
(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-BuLi / 1.) -78 deg C, Et₂O, 2.) -78 to 0 deg C

2: 84 percent / CrO₃*2pyridine / CH₂Cl₂ / Ambient temperature

3: 1.) K₂CO₃, 2.) NaBH₃CN / 1.) aq. MeOH, RT, 2.) -20 deg C

4: HCl / methanol / Ambient temperature

5: aq. NaOH / CH₂Cl₂

6: 92 percent / toluene / Heating

7: 86 percent / (MeO)3P / Heating

8: 85 percent / LiAlH₄ / diethyl ether / Ambient temperature

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; dipyridine chromium trioxide; sodium cyanoborohydride; potassium carbonate; phosphorous acid trimethyl ester; In methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)82331-X