3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone

Base Information

Chemical Name:3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone
CAS No.:912650-43-2
Molecular Formula:C₆₂H₆₄O₁₁
Molecular Weight:985.184
Hs Code.:

Synonyms:3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone

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Chemical Property of 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone

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Technology Process of 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone

There total 7 articles about 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone 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: 91.0%

: 133697-34-4,97321-70-5
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

: 496877-76-0
(3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-benzyloxymethyl-4-hydroxytetrahydropyran-2-one

: 912650-43-2
3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone

Guidance literature:: With trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -78 ℃;
DOI:10.1016/j.tet.2006.07.032

Reference yield:

: allyl 3-O-(4-methoxybenzyl)-D-galactopyranoside

: 912650-43-2
3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 63 percent / NaH / dimethylformamide; tetrahydrofuran / 12 h / 0 - 20 °C

2.1: potassium t-butoxide / dimethylsulfoxide / 4 h / 80 °C

2.2: 74 percent / TsOH*H₂O / methanol / 3 h

3.1: 95 percent / acetic anhydride / dimethylsulfoxide / 10 h / 20 °C

4.1: 85 percent / DDQ / CH₂Cl₂; H₂O / 2.5 h / 0 - 20 °C

5.1: 91 percent / molecular sieves 4 Angstroem; trifluoromethanesulfonic acid / CH₂Cl₂ / -78 °C

With trifluorormethanesulfonic acid; 4 A molecular sieve; potassium tert-butylate; acetic anhydride; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.07.032

Reference yield:

: 2,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-D-galactono-1,5-lactone

: 912650-43-2
3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / DDQ / CH₂Cl₂; H₂O / 2.5 h / 0 - 20 °C

2: 91 percent / molecular sieves 4 Angstroem; trifluoromethanesulfonic acid / CH₂Cl₂ / -78 °C

With trifluorormethanesulfonic acid; 4 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1016/j.tet.2006.07.032