Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 212266-51-8
• Molecular Formula: C₂₅H₃₂O₁₃
• Molecular Weight: 540.521

Synonyms:

Chemical Property of Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester

There total 5 articles about Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-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%

benzaldehyde (100-52-7) + Acetic acid (2R,3S,4R,6R)-4-acetoxy-2-acetoxymethyl-6-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester (212266-50-7) → Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester (212266-51-8)

Guidance literature:

With zinc(II) chloride; for 4h; Ambient temperature;

DOI:10.1080/07328309808002338

Reference yield:

Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (212266-49-4) → Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester (212266-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / H₂ / Pd/C / ethanol; dioxane / 5 h / 825.07 Torr / Ambient temperature

2: 71 percent / ZnCl₂ / 4 h / Ambient temperature

With hydrogen; zinc(II) chloride; palladium on activated charcoal; In 1,4-dioxane; ethanol;

DOI:10.1080/07328309808002338

Reference yield:

2-deoxy-2-iodo-α-D-mannopyranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (212266-42-7) → Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester (212266-51-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / pyridine / 17 h / Ambient temperature

2: 88 percent / H₂ / Pd/C / ethanol; dioxane / 2 h / 825.07 Torr / Ambient temperature

3: 67 percent / H₂ / Pd/C / ethanol; dioxane / 5 h / 825.07 Torr / Ambient temperature

4: 71 percent / ZnCl₂ / 4 h / Ambient temperature

With hydrogen; zinc(II) chloride; palladium on activated charcoal; In 1,4-dioxane; pyridine; ethanol;

DOI:10.1080/07328309808002338

upstream raw materials:

benzaldehyde

Acetic acid (2R,3S,4R,6R)-4-acetoxy-2-acetoxymethyl-6-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

2-deoxy-2-iodo-α-D-mannopyranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Downstream raw materials:

Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,4aR,6R,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-4-yl ester

O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

C₄₅H₆₀O₂₀

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