4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose

Base Information

• Chemical Name: 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose
• CAS No.: 517914-92-0
• Molecular Formula: C₄₈H₅₆O₁₁
• Molecular Weight: 808.966
• Mol file: 517914-92-0.mol

Synonyms:4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose

Chemical Property of 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose

There total 3 articles about 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-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%

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) + Acetic acid 2-[(3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-ethyl ester → 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose (517914-92-0)

Guidance literature:

With 4 Angstroem MS; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃;

DOI:10.1021/ol034130z

Reference yield: 80.0%

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) + (Z)-3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-O-tert-butoxycarbonyl-2,3-dideoxy-D-galacto-oct-2-enitol (848844-32-6) → 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose (517914-92-0)

Guidance literature:

With aluminium trichloride; 4 A molecular sieve; In various solvent(s); at 0 ℃; for 0.666667h; Further Variations:; Reagents; Solvents; Temperatures; Product distribution;

DOI:10.1016/j.carres.2006.04.003

Reference yield: 75.0%

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) + (Z)-3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-O-tert-butoxycarbonyl-2,3-dideoxy-D-galacto-oct-2-enitol (848844-32-6) → 2,3,4,6-tetra-O-benzyl-1-C-vinyl-α-D-galactopyranose (352020-76-9) + 4,5,6,8-tetra-O-benzyl-1,2-dideoxy-α-D-galacto-oct-3-ulo-1-enopyranosyl-(3->6)-1,2:3,4-diisopropylidine-α-D-galactopyranose (517914-92-0)

Guidance literature:

In various solvent(s); at 150 ℃; for 0.5h; microwave irradiation;

DOI:10.1016/j.tetasy.2004.11.044

upstream raw materials:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

(Z)-3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-O-tert-butoxycarbonyl-2,3-dideoxy-D-galacto-oct-2-enitol

Downstream raw materials:

(2R,3R,4S,5S,6R)-3,4,5-Tris-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-2-carbaldehyde