1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose
CAS No.:130130-51-7
Molecular Formula:C₄₂H₄₆N₄O₁₀
Molecular Weight:766.848
Hs Code.:

1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

There total 19 articles about 1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-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: 74.0%

: 130130-50-6
1,6-anhydro-4-O-(6-azido-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

: 100-39-0
benzyl bromide

: 130130-51-7
1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: With barium hydroxide octahydrate; barium(II) oxide; In N,N-dimethyl-formamide; Ambient temperature;

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

: 130130-51-7
1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 10 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

5: pyridine; dmap / acetonitrile / 2 h / Ambient temperature

6: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 1.5 h / 80 °C

7: water; acetic acid / 2 h / 60 - 70 °C

8: pyridine / 60 h / Ambient temperature

9: sodium azide / N,N-dimethyl-formamide / 22 h / 100 °C

10: barium hydroxide octahydrate; barium(II) oxide / N,N-dimethyl-formamide / Ambient temperature

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; barium hydroxide octahydrate; 2,2'-azobis(isobutyronitrile); ammonium chloride; water; tri-n-butyl-tin hydride; sodium acetate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; acetic acid; barium(II) oxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; acetonitrile;

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

: 130130-51-7
1,6-anhydro-4-O-(6-azido-4-O-benzyl-2-(benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-ribo-hexopyranosyl)-3-O-benzyl-2-O-(p-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 17 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

12: pyridine; dmap / acetonitrile / 2 h / Ambient temperature

13: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 1.5 h / 80 °C

14: water; acetic acid / 2 h / 60 - 70 °C

15: pyridine / 60 h / Ambient temperature

16: sodium azide / N,N-dimethyl-formamide / 22 h / 100 °C

17: barium hydroxide octahydrate; barium(II) oxide / N,N-dimethyl-formamide / Ambient temperature

With pyridine; dmap; potassium fluoride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; barium hydroxide octahydrate; 2,2'-azobis(isobutyronitrile); ammonium chloride; tetraethylammonium chloride; water; tri-n-butyl-tin hydride; sodium methylate; sodium acetate; tetra(n-butyl)ammonium hydrogensulfate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; acetic acid; barium(II) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;