Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 210046-09-6
• Molecular Formula: C₄₆H₆₆N₂O₂₁
• Molecular Weight: 983.031

Synonyms:Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

There total 3 articles about Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-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: 91.0%

2,3,6-tetra-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranosylbromide (5160-10-1) + Tetradecanoic acid (2-hydroxy-5-nitro-phenyl)-amide (210046-14-3) → Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (210046-09-6)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In chloroform; water; at 25 ℃; for 5h;

DOI:10.1016/S0008-6215(97)10082-9

Reference yield:

tetradecanoyl chloride (112-64-1) → Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (210046-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaHCO₃ / ethanol; acetone; H₂O / 2 h / 25 °C

2: 91 percent / Na₂CO₃, n-Bu₄N*HSO₄ / CHCl₃; H₂O / 5 h / 25 °C

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; sodium carbonate; In ethanol; chloroform; water; acetone;

DOI:10.1016/S0008-6215(97)10082-9

Reference yield:

2-hydroxy-5-nitroaniline (99-57-0) → Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-nitro-2-tetradecanoylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (210046-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaHCO₃ / ethanol; acetone; H₂O / 2 h / 25 °C

2: 91 percent / Na₂CO₃, n-Bu₄N*HSO₄ / CHCl₃; H₂O / 5 h / 25 °C

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; sodium carbonate; In ethanol; chloroform; water; acetone;

DOI:10.1016/S0008-6215(97)10082-9

upstream raw materials:

2,3,6-tetra-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranosylbromide

Tetradecanoic acid (2-hydroxy-5-nitro-phenyl)-amide

tetradecanoyl chloride

2-hydroxy-5-nitroaniline

Downstream raw materials:

Tetradecanoic acid {2-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-nitro-phenyl}-amide

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