3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan

Base Information

Chemical Name:3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan
CAS No.:154348-74-0
Molecular Formula:C₃₄H₃₃NO₁₁
Molecular Weight:631.636
Hs Code.:

Synonyms:3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan

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Chemical Property of 3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan

Chemical Property:

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Technology Process of 3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan

There total 14 articles about 3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan 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: 43.0%

: 154348-72-8
3-<4-<(6-hydroxy-1-isoquinolinyl)methyl>phenyl>furan

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 154348-74-0
3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan

Guidance literature:: With silver carbonate; In pyridine; for 24h;
DOI:10.1002/jhet.5570300622

Reference yield:

: 34716-73-9
3-(tetrahydro-2H-2-pyranyloxy)benzaldehyde

: 154348-74-0
3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / 2.5 M aq. NaOH / methanol / 0.5 h / Ambient temperature

2: 88 percent / HCOONH₄ / 10percent Pd/C / methanol; tetrahydrofuran / 8 h / Ambient temperature

3: 95 percent / 1.25 M aq. NaOH / diethyl ether / 0.5 h

4: 97 percent / (COOH)2 / methanol; H₂O / 1 h / 55 °C

5: 30 percent / POCl₃, / acetonitrile / 96 h / Ambient temperature

6: tri-n-butylamine, palladium acetate, triphenylphosphine / dimethylformamide / 40 h / 90 °C

7: p-toluenesulfonic acid / CH₂Cl₂; methanol / 2 h / 50 °C

8: 53 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 3 h / -78 °C

9: 43 percent / silver carbonate / pyridine / 24 h

With sodium hydroxide; tributyl-amine; ammonium formate; palladium diacetate; oxalic acid; diisobutylaluminium hydride; toluene-4-sulfonic acid; triphenylphosphine; silver carbonate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/jhet.5570300622

Reference yield:

: 154348-98-8
1-(3-tetrahydropyranyloxyphenyl)-2-nitroethanol

: 154348-74-0
3-<4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>phenyl>furan

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / HCOONH₄ / 10percent Pd/C / methanol; tetrahydrofuran / 8 h / Ambient temperature

2: 95 percent / 1.25 M aq. NaOH / diethyl ether / 0.5 h

3: 97 percent / (COOH)2 / methanol; H₂O / 1 h / 55 °C

4: 30 percent / POCl₃, / acetonitrile / 96 h / Ambient temperature

5: tri-n-butylamine, palladium acetate, triphenylphosphine / dimethylformamide / 40 h / 90 °C

6: p-toluenesulfonic acid / CH₂Cl₂; methanol / 2 h / 50 °C

7: 53 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 3 h / -78 °C

8: 43 percent / silver carbonate / pyridine / 24 h

With sodium hydroxide; tributyl-amine; ammonium formate; palladium diacetate; oxalic acid; diisobutylaluminium hydride; toluene-4-sulfonic acid; triphenylphosphine; silver carbonate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/jhet.5570300622