2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone

Base Information

Chemical Name:2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone
CAS No.:1307772-36-6
Molecular Formula:C₂₅H₂₅NO₃
Molecular Weight:387.478
Hs Code.:

Synonyms:2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone

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Chemical Property of 2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone

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Technology Process of 2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone

There total 9 articles about 2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone 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%

: 1307771-94-3
(9H-fluoren-9-yl)methyl (1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1-(2-oxo-2-phenylethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 1307772-36-6
2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone

Guidance literature:: With piperidine; In N,N-dimethyl-formamide; for 0.166667h;
DOI:10.1002/chem.201002938

Reference yield:

: C₂₁H₃₁NO₆

: 1307772-36-6
2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 °C

2: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

3: dichloromethane / 20 °C

4: ytterbium(III) triflate / dichloromethane / -20 - 20 °C

5: piperidine / N,N-dimethyl-formamide / 0.17 h

With piperidine; hydrogenchloride; sodium hydride; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201002938

Reference yield:

: 1307770-68-8
tert-butyl (4S)-4-((R)-(2-(1,3-dioxan-2-yl)phenyl)(benzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1307772-36-6
2-((1S,3S,4R)-4-(benzyloxy)-3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

2: dichloromethane / 20 °C

3: ytterbium(III) triflate / dichloromethane / -20 - 20 °C

4: piperidine / N,N-dimethyl-formamide / 0.17 h

With piperidine; hydrogenchloride; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201002938