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

Base Information

Chemical Name:(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester
CAS No.:157459-19-3
Molecular Formula:C₂₈H₂₉NO₄
Molecular Weight:443.543
Hs Code.:

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

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Chemical Property of (R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

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Technology Process of (R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

There total 16 articles about (R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester 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: 86.0%

: 157543-63-0
(S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

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

Guidance literature:: With phosphorous acid trimethyl ester; Heating;
DOI:10.1016/S0040-4039(00)82331-X

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 steps

1: n-butyllithium / hexane; diethyl ether / 1 h / -78 °C

2: pyridine, chromium (III) oxide, celite / CH₂Cl₂ / 1 h / Ambient temperature

3: potassium carbonate / methanol; H₂O / 4 h / Ambient temperature

4: sodium cyanoborohydride / methanol / 1 h / 0 °C

5: 37percent hydrochloric acid / methanol; H₂O / 12 h / Ambient temperature

6: 1M sodium hydroxide / CH₂Cl₂ / 1 h / Ambient temperature

7: toluene / 2 h / Heating

8: trimethyl phosphite / 26 h / Heating

With pyridine; hydrogenchloride; chromium(III) oxide; sodium hydroxide; n-butyllithium; Celite; sodium cyanoborohydride; potassium carbonate; phosphorous acid trimethyl ester; In methanol; diethyl ether; hexane; dichloromethane; water; toluene;
DOI:10.1016/S0040-4020(01)80641-4

Reference yield:

: (1S,2S)-3-Benzyloxy-1-((S)-8-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-propane-1,2-diol

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

Guidance literature:: Multi-step reaction with 3 steps

1: 1M sodium hydroxide / CH₂Cl₂ / 1 h / Ambient temperature

2: toluene / 2 h / Heating

3: trimethyl phosphite / 26 h / Heating

With sodium hydroxide; phosphorous acid trimethyl ester; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)80641-4