Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester
• CAS No.: 80956-36-1
• Molecular Formula: C₅₅H₅₆O₁₃
• Molecular Weight: 925.042

Synonyms:Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester

There total 1 articles about Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-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:

acetyl chloride (75-36-5) + methyl 6,6'-O-trityl-β-cellobioside (74894-99-8) → Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-36-1) + Acetic acid (2R,3R,4R,5R,6S)-4-acetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-4-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-5-hydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-31-6) + Acetic acid (2R,3R,4S,5S,6R)-5-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-hydroxy-2-methoxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-30-5) + Acetic acid (2R,3R,4S,5R,6S)-4,5-diacetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-4-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-29-2)

Guidance literature:

In pyridine; toluene; at 1 - 4 ℃; for 6h; Further byproducts given;

Reference yield: 93.4%

Acetic anhydride-d6 (16649-49-3) + Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-36-1) → methyl 3,3'-di-O-acetyl-2,2',4'-tri-O-trideuterioacetyl-6,6'-di-O-trityl-β-cellobioside (80956-51-0)

Guidance literature:

In pyridine; at 40 ℃;

Reference yield:

Acetic acid (2R,3R,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5-hydroxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-36-1) + methyl trifluoromethanesulfonate (333-27-7) → Acetic acid (2R,3R,4S,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-dimethoxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-5,6-dimethoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at 80 ℃; for 5h;

upstream raw materials:

acetyl chloride

methyl 6,6'-O-trityl-β-cellobioside

Downstream raw materials:

methyl 3,3'-di-O-acetyl-2,2',4'-tri-O-trideuterioacetyl-6,6'-di-O-trityl-β-cellobioside

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