methyl 4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>cinnamate

Base Information

Chemical Name:methyl 4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>cinnamate
CAS No.:154348-80-8
Molecular Formula:C₃₄H₃₅NO₁₂
Molecular Weight:649.651
Hs Code.:

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

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

Chemical Property:

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

There total 14 articles about methyl 4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>cinnamate 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: 46.0%

: 154348-66-0
methyl 4-<(6-hydroxy-1-isoquinolinyl)methyl>cinnamate

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

: 154348-80-8
methyl 4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>cinnamate

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

Reference yield:

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

: 154348-80-8
methyl 4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>cinnamate

Guidance literature:: Multi-step reaction with 7 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: 51 percent / tri-n-butylamine, palladium acetate, triphenylphosphine / dimethylformamide / 44 h / 90 °C

7: 46 percent / silver carbonate / toluene; pyridine / 24 h

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

Reference yield:

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

: 154348-80-8
methyl 4-<(6β-tetraacetyl-D-glucopyranosyloxy-1-isoquinolinyl)methyl>cinnamate

Guidance literature:: Multi-step reaction with 6 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: 51 percent / tri-n-butylamine, palladium acetate, triphenylphosphine / dimethylformamide / 44 h / 90 °C

6: 46 percent / silver carbonate / toluene; pyridine / 24 h

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