(2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Base Information

• Chemical Name: (2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
• CAS No.: 539851-00-8
• Molecular Formula: C₄₁H₄₄O₁₁
• Molecular Weight: 712.794

Synonyms:

Chemical Property of (2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

There total 1 articles about (2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 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: 62.0%

4',6'-O-benzylidene-β-lactoside + trityl chloride (76-83-5) → (2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (539851-00-8)

Guidance literature:

With pyridine; at 50 ℃; for 24h;

DOI:10.1016/j.tet.2005.05.001

Reference yield: 34.0%

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate (90358-01-3) + (2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (539851-00-8) → C49H60O16 (539851-09-7)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4039(03)00091-1

Reference yield:

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate (90358-01-3) + benzoyl chloride (98-88-4) + 3-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecanoyl)-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl)-amino]-propionic acid + (2S,4aR,6S,7R,8R,8aR)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (539851-00-8) → C49H60O16 (539851-09-7)

Guidance literature:

Multistep reaction;

DOI:10.1016/j.tet.2005.05.001

upstream raw materials:

trityl chloride

Downstream raw materials:

C₄₉H₆₀O₁₆

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