(2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Base Information

• Chemical Name: (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
• CAS No.: 146863-09-4
• Molecular Formula: C₄₈H₅₂O₁₁
• Molecular Weight: 804.934

Synonyms:

Chemical Property of (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Chemical Property:

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Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

There total 2 articles about (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 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:

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) + methyl 4,6-O-benzylidene-α-D-altropyranoside (71117-41-4) → (2R,4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol + (2R,4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol + (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (146863-08-3) + (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (146863-09-4)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at -30 ℃; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1002/hlca.19920750816

Reference yield:

1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose (126709-14-6) + methyl 4,6-O-benzylidene-α-D-altropyranoside (71117-41-4) → 2,3,4,6-tetra-O-benzyl 1,5-anhydro-D-arabino-hex-1-enitol (4132-26-7) + (Z,Z)-2,3,4,6-tetra-O-benzyl-D-glucono-1,5-lactone azine + (2R,4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol + (2R,4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol + (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (146863-08-3) + (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (146863-09-4)

Guidance literature:

In 1,4-dioxane; at 24 ℃; for 5h; Product distribution; other solvents, other temperatures, with and without irradiation; other glycosylating agents, other glycosyl acceptors; regioselectivity, stereoselectivity;

DOI:10.1002/hlca.19920750816

Reference yield:

1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose (126709-14-6) + (2R,4aR,6S,7S,8S,8aR)-6-Methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (146863-09-4) → methyl 2,3-bis-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4,6-O-benzylidene-α-D-altropyranoside + methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-altropyranoside

Guidance literature:

In dichloromethane; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1002/hlca.19920750816

upstream raw materials:

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

methyl 4,6-O-benzylidene-α-D-altropyranoside

1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose

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