Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 204572-34-9
• Molecular Formula: C₅₈H₆₆O₂₂
• Molecular Weight: 1115.15

Synonyms:Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester

There total 7 articles about Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-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: 71.0%

3-hydroxyphenylboronic acid (87199-18-6) + Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(2-bromo-4-{6-[3-bromo-4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-hexyl}-phenoxy)-tetrahydro-pyran-3-yl ester (204572-18-9) → Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester (204572-34-9)

Guidance literature:

With potassium phosphate; bis(triphenylphosphine)palladium(II)-chloride; In 1,2-dichloro-ethane; for 2h; Heating;

DOI:10.1021/jm9704917

Reference yield:

1,6-bis(4-methoxyphenyl)hexane (4280-58-4) → Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester (204572-34-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / Br₂, FeCl₃ / CH₂Cl₂ / 3 h / 0 °C

2: 81 percent / BBr₃ / CH₂Cl₂ / 3 h / 0 °C

3: 46 percent / BF₃*Et₂O / 1,2-dichloro-ethane / Ambient temperature

4: 71 percent / K₃PO₄, bis(triphenylphosphine)palladium(II) chloride / 1,2-dichloro-ethane / 2 h / Heating

With potassium phosphate; bis(triphenylphosphine)palladium(II)-chloride; boron trifluoride diethyl etherate; bromine; boron tribromide; iron(III) chloride; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jm9704917

Reference yield:

1,6-bis(4-methoxyphenyl)hexa-1,6-dione (4280-49-3) → Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3'-hydroxy-5-{6-[3'-hydroxy-6-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-biphenyl-3-yl]-hexyl}-biphenyl-2-yloxy)-tetrahydro-pyran-4-yl ester (204572-34-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) hydrazine hydrate, 2.) t-BuOK / 1.) DMSO, 60 deg C, 1 h, 2.) DMSO, reflux, 3 h

2: 98 percent / Br₂, FeCl₃ / CH₂Cl₂ / 3 h / 0 °C

3: 81 percent / BBr₃ / CH₂Cl₂ / 3 h / 0 °C

4: 46 percent / BF₃*Et₂O / 1,2-dichloro-ethane / Ambient temperature

5: 71 percent / K₃PO₄, bis(triphenylphosphine)palladium(II) chloride / 1,2-dichloro-ethane / 2 h / Heating

With potassium phosphate; bis(triphenylphosphine)palladium(II)-chloride; boron trifluoride diethyl etherate; potassium tert-butylate; bromine; boron tribromide; iron(III) chloride; hydrazine hydrate; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jm9704917

upstream raw materials:

3-hydroxyphenylboronic acid

Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(2-bromo-4-{6-[3-bromo-4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-hexyl}-phenoxy)-tetrahydro-pyran-3-yl ester

1,6-bis(4-methoxyphenyl)hexane

1,6-bis(4-methoxyphenyl)hexa-1,6-dione

Downstream raw materials:

C₆₆H₇₈O₂₆

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