benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside

Base Information

Chemical Name:benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside
CAS No.:710282-00-1
Molecular Formula:C₂₈H₃₆O₁₅
Molecular Weight:612.585
Hs Code.:

Synonyms:benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside

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Chemical Property of benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside

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Technology Process of benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside

There total 3 articles about benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside 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: 70.0%

: 710281-98-4
benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3-O-(4-methoxybenzyl)-α-L-arabinopyranoside

: 710282-00-1
benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1016/j.carres.2004.02.021

Reference yield:

: 181040-86-8
α-L-arabinopyranoside

: 710282-00-1
benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: Bu₂SnO / methanol / 3 h / Heating

1.2: 70 percent / Bu₄NBr / toluene / 16 h / 60 °C

2.1: 77 percent / pyridine / CH₂Cl₂ / 1 h / cooling

3.1: 78 percent / NIS; TfOH / CH₂Cl₂ / 0.67 h / -20 °C

4.1: 70 percent / CAN / acetonitrile; H₂O / 0.5 h / 20 °C

With pyridine; N-iodo-succinimide; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; di(n-butyl)tin oxide; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2004.02.021

Reference yield:

: 710281-96-2
benzyl 2-O-acetyl-3-O-(4-methoxybenzyl)-α-L-arabinopyranoside

: 710282-00-1
benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / NIS; TfOH / CH₂Cl₂ / 0.67 h / -20 °C

2: 70 percent / CAN / acetonitrile; H₂O / 0.5 h / 20 °C

With N-iodo-succinimide; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2004.02.021