O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Base Information

• Chemical Name: O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• CAS No.: 79384-22-8
• Molecular Formula: C₃₉H₄₈O₁₀
• Molecular Weight: 676.804

Synonyms:O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property of O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property:

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Technology Process of O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

There total 44 articles about O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 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: 90.0%

O-(3,4,6-tri-O-benzyl-2-O-<(pentafluorophenoxy)thiocarbonyl>-β-D-glucosyl)-(1<*>6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (135192-35-7) → O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (79384-22-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); triphenylstannane; In toluene; for 1h; Heating;

DOI:10.1021/jo00018a047

Reference yield: 86.0%

1,2:3,4-di-O-isopropylidene-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-glucopyranosyl)-α-D-galactopyranose (121399-46-0) → O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (79384-22-8)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1016/0008-6215(89)85044-X

Reference yield: 74.0%

3-[(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxy)-tetrahydro-pyran-3-ylsulfanyl]-4-methyl-pent-3-en-2-one → O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (79384-22-8)

Guidance literature:

With nickel; In benzene; for 1.5h; Ambient temperature;

DOI:10.1021/jo971934h

upstream raw materials:

2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

O-(3,4,6-tri-O-benzyl-2-O-<(pentafluorophenoxy)thiocarbonyl>-β-D-glucosyl)-(1<*>6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

1,2:3,4-di-O-isopropylidene-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-glucopyranosyl)-α-D-galactopyranose

6'-(1',2':3',4'-diisopropylidenegalactopyranosyl) 3,4,6-tri-O-benzyl-2-deoxy-2-(phenylthio)-β-D-glucopyranoside

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