1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose
CAS No.:130130-46-0
Molecular Formula:C₄₂H₄₅NO₁₂
Molecular Weight:755.819
Hs Code.:

1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Chemical Property:

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Technology Process of 1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose

There total 14 articles about 1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose 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:

: 114048-01-0
1,6-anhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-allopyranosyl)-3-O-benzyl-β-D-glucopyranose

: 130130-46-0
1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 6 h / Ambient temperature

2: sodium azide; ammonium chloride / ethanol / 11 h / 80 - 90 °C

3: sodium tetrahydroborate; sodium acetate; acetic anhydride / 1.) DMSO a) 12 h, RT_. b) 3 h, 0 deg C 2.) dichloromethane-ethanol-water, 0 deg C, 30 min

4: sodium hydroxide; lithium aluminium tetrahydride; water; sodium hydrogencarbonate / 1.) diethyl ether, RT, 2 h 2.) THF-methanol, 0 deg C, 2 h

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; ammonium chloride; water; sodium acetate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; ethanol;

Reference yield:

: 114129-74-7
1,6-anhydro-4',6'-O-benzylidene-2',3'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-maltose

: 130130-46-0
1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 11 steps

1: pyridine / Ambient temperature

2: potassium fluoride; tetraethylammonium chloride / water; acetonitrile / 6 h / Ambient temperature

3: pyridine / 16 h / 0 °C

4: sodium methylate / tetrahydrofuran; methanol / 1 h / Ambient temperature

5: pyridine / dichloromethane / 9 h / 0 °C

6: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / toluene / -15 - -10 °C

7: sodium methylate / methanol; dichloromethane / 72 h / 0 °C

8: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 6 h / Ambient temperature

9: sodium azide; ammonium chloride / ethanol / 11 h / 80 - 90 °C

10: sodium tetrahydroborate; sodium acetate; acetic anhydride / 1.) DMSO a) 12 h, RT_. b) 3 h, 0 deg C 2.) dichloromethane-ethanol-water, 0 deg C, 30 min

11: sodium hydroxide; lithium aluminium tetrahydride; water; sodium hydrogencarbonate / 1.) diethyl ether, RT, 2 h 2.) THF-methanol, 0 deg C, 2 h

With pyridine; potassium fluoride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; ammonium chloride; tetraethylammonium chloride; water; sodium methylate; sodium acetate; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; acetonitrile;

Reference yield:

: Methanesulfonic acid (4aR,6R,7R,8S,8aR)-6-((1R,2S,3R,4R,5R)-3,4-dihydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-7-methanesulfonyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 130130-46-0
1,6-anhydro-3-O-benzyl-4-O-(4,6-O-benzylidene-2-(benzyloxycarbonylamino)-2-deoxy-α-D-allopyranosyl)-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / dichloromethane / 9 h / 0 °C

2: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / toluene / -15 - -10 °C

3: sodium methylate / methanol; dichloromethane / 72 h / 0 °C

4: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 6 h / Ambient temperature

5: sodium azide; ammonium chloride / ethanol / 11 h / 80 - 90 °C

6: sodium tetrahydroborate; sodium acetate; acetic anhydride / 1.) DMSO a) 12 h, RT_. b) 3 h, 0 deg C 2.) dichloromethane-ethanol-water, 0 deg C, 30 min

7: sodium hydroxide; lithium aluminium tetrahydride; water; sodium hydrogencarbonate / 1.) diethyl ether, RT, 2 h 2.) THF-methanol, 0 deg C, 2 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; ammonium chloride; water; sodium methylate; sodium acetate; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene;