acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester
• CAS No.: 868992-09-0
• Molecular Formula: C₇₀H₇₆N₂O₂₂
• Molecular Weight: 1297.37
• Mol file: 868992-09-0.mol

Synonyms:acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester

Chemical Property of acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester

There total 9 articles about acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl 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: 30.0%

6,6'-bis(3-bromomethylphenyl)-2,2'-bipyridine (868992-06-7) + O-[3-(4-hydroxyphenyl)-1-propyl]-(2,3,4,6-O-tetraacetyl)-β-D-galactopyranose (868992-03-4) → acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester (868992-09-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2005.08.018

Reference yield:

O-[3-(4-phenylmethoxyphenyl)-1-propyl]-(2,3,4,6-O-tetraacetyl)-β-D-galacto-pyranose (868992-17-0) → acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester (868992-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / hydrogen / Pd/C / ethanol / 2 h / 20 °C / 760 Torr

2: 30 percent / cesium carbonate / dimethylformamide; acetonitrile / 18 h / 20 °C

With hydrogen; caesium carbonate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2005.08.018

Reference yield:

2,6-Dibromopyridine (626-05-1) → acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-{3-[6'-(3-{4-[3-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-phenoxymethyl}-phenyl)-[2,2']bipyridinyl-6-yl]-benzyloxy}-phenyl)-propoxy]-tetrahydro-pyran-4-yl ester (868992-09-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 56 percent / triphenylphosphine; sodium carbonate / palladium(II) acetate / 1,2-dimethoxy-ethane; H₂O / 22 h / Heating

2: 47 percent / nickel dichloride hexahydrate; triphenylphosphine; zinc / dimethylformamide / 23 h / 60 °C

3: 96 percent / NaBH₄ / ethanol / 3 h / 20 °C

4: 82 percent / PBr₃ / CH₂Cl₂ / 16.5 h / 0 - 20 °C

5: 30 percent / cesium carbonate / dimethylformamide; acetonitrile / 18 h / 20 °C

With sodium tetrahydroborate; phosphorus tribromide; sodium carbonate; caesium carbonate; triphenylphosphine; nickel dichloride; zinc; palladium diacetate; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1: Suzuki coupling;

DOI:10.1016/j.tet.2005.08.018

upstream raw materials:

6,6'-bis(3-bromomethylphenyl)-2,2'-bipyridine

O-[3-(4-hydroxyphenyl)-1-propyl]-(2,3,4,6-O-tetraacetyl)-β-D-galactopyranose

2-bromo-6-(3-formylphenyl)pyridine

6,6'-bis(3-formylphenyl)-2,2'-bipyridine