decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

Base Information

Chemical Name:decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran
CAS No.:93758-27-1
Molecular Formula:C₂₄H₂₇NO₅
Molecular Weight:409.482
Hs Code.:

Synonyms:decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

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Chemical Property of decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

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Technology Process of decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

There total 12 articles about decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran 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: 51.0%

: 93758-24-8
decahydro-1-oxo-2-benzyl-6,6-dimethoxy-9β-carbomethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

: 93758-27-1
decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

Guidance literature:: With potassium hydride; ethanethiol; In N,N-dimethyl-formamide; at 80 ℃; for 6h;
DOI:10.1021/jo00202a014

Reference yield:

: 6272-38-4
O-benzylcatechol

: 93758-27-1
decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) THF, DMF, RT, 1.5 h, 2.) RT, 12 h

2: 81 percent / H₂ / 5percent Pd/C / ethyl acetate; acetic acid / 4 h / 760 Torr

3: 59 percent / KH / tetrahydrofuran / 1.) RT, 3 h, 2.) reflux, 19 h

4: 1.) H₂O, AcOH, 2.) pyridine / 1.) THF, 80 deg C, 15 h, 2.) CH₂Cl₂, RT, 12 h

5: 99 percent / benzene; methanol; acetic acid / 6 h / Irradiation

6: 74 percent / concd. H₂SO₄ / methanol / 1.) reflux, 6 h, 2.) RT, 12 h

7: 51 percent / KH, ethanethiol / dimethylformamide / 6 h / 80 °C

With pyridine; sulfuric acid; water; hydrogen; potassium hydride; sodium hydride; acetic acid; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00202a014

Reference yield:

: 93758-13-5
2-<(methoxymethyl)oxy>-1-(benzyloxy)benzene

: 93758-27-1
decahydro-1-oxo-2-benzyl-6,6-dimethoxyisoquinolino<5β,10β-c>-7-hydroxy-2,3-dihydrobenzofuran

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / H₂ / 5percent Pd/C / ethyl acetate; acetic acid / 4 h / 760 Torr

2: 59 percent / KH / tetrahydrofuran / 1.) RT, 3 h, 2.) reflux, 19 h

3: 1.) H₂O, AcOH, 2.) pyridine / 1.) THF, 80 deg C, 15 h, 2.) CH₂Cl₂, RT, 12 h

4: 99 percent / benzene; methanol; acetic acid / 6 h / Irradiation

5: 74 percent / concd. H₂SO₄ / methanol / 1.) reflux, 6 h, 2.) RT, 12 h

6: 51 percent / KH, ethanethiol / dimethylformamide / 6 h / 80 °C

With pyridine; sulfuric acid; water; hydrogen; potassium hydride; acetic acid; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00202a014