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

Base Information

• Chemical Name: Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-2-((2R,3S,4R,5R,6R)-2-acetoxymethyl-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester
• CAS No.: 80956-09-8
• Molecular Formula: C₃₈H₄₄O₁₄
• Molecular Weight: 724.759

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

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

Chemical Property:

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

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

methyl 6'-O-trityl-β-cellobioside (74894-98-7) + acetyl chloride (75-36-5) → Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-2-((2R,3S,4R,5R,6R)-2-acetoxymethyl-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-09-8) + Acetic acid (2R,3R,4R,5R,6S)-4-acetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-07-6) + Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-2-((2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-06-5) + Acetic acid (2R,3R,4S,5R,6S)-4,5-diacetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-05-4)

Guidance literature:

In pyridine; toluene; at 1 - 4 ℃; for 3h; Further byproducts given;

Reference yield:

methyl 6'-O-trityl-β-cellobioside (74894-98-7) + acetyl chloride (75-36-5) → Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-2-((2R,3S,4R,5R,6R)-2-acetoxymethyl-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-09-8) + Acetic acid (2R,3R,4S,5R,6S)-4,5-diacetoxy-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-08-7) + Acetic acid (2R,3R,4R,5R,6S)-4-acetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-07-6) + Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-2-((2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-06-5) + Acetic acid (2R,3S,4S,5R,6S)-5-acetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-4-hydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yl ester + Acetic acid (2R,3R,4S,5R,6S)-4,5-diacetoxy-6-((2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-hydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (80956-05-4)

Guidance literature:

In pyridine; toluene; at 1 - 4 ℃; for 3h; Product distribution; relative reactivities of secondary hydroxyl groups;

Reference yield: 95.3%

Acetic anhydride-d6 (16649-49-3) + Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-2-((2R,3S,4R,5R,6R)-2-acetoxymethyl-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy)-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester (80956-09-8) → methyl 6,2',3'-tri-O-acetyl-2,3,4'-tri-O-trideuterioacetyl-6'-O-trityl-β-cellobioside (80949-93-5)

Guidance literature:

In pyridine; at 40 ℃;

upstream raw materials:

methyl 6'-O-trityl-β-cellobioside

acetyl chloride

Downstream raw materials:

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

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