Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 96015-99-5
• Molecular Formula: C₄₂H₅₃N₃O₂₄
• Molecular Weight: 983.889

Synonyms:Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Chemical Property of Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

There total 4 articles about Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl 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:

Methyl-2-azido-6-O-benzoyl-2-desoxy-β-D-galactopyranosid (87376-52-1) + β-D-galactose peracetate (4163-60-4) → Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester (96015-99-5)

Guidance literature:

With 4 A molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/0008-6215(84)85005-3

Reference yield:

benzoyl cyanide (613-90-1) → Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester (96015-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.2 percent / pyridine / CH₂Cl₂ / 24 h / 8 - 10 °C

2: molecular sieves 4 Angstroem / trimethylsilyltriflate / CH₂Cl₂ / 8 h / 20 °C

With pyridine; 4 A molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(84)85005-3

Reference yield:

(2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4-diol (87376-50-9) → Benzoic acid (2R,3R,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester (96015-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.2 percent / pyridine / CH₂Cl₂ / 24 h / 8 - 10 °C

2: molecular sieves 4 Angstroem / trimethylsilyltriflate / CH₂Cl₂ / 8 h / 20 °C

With pyridine; 4 A molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(84)85005-3

upstream raw materials:

Methyl-2-azido-6-O-benzoyl-2-desoxy-β-D-galactopyranosid

β-D-galactose peracetate

benzoyl cyanide

(2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4-diol

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