O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

Base Information

Chemical Name:O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide
CAS No.:214467-65-9
Molecular Formula:C₆₃H₅₇N₅O₁₂
Molecular Weight:1076.17
Hs Code.:

Synonyms:O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

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Chemical Property of O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

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Technology Process of O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

There total 6 articles about O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide 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: 75.0%

: 1093115-83-3
p-methylphenyl 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 161315-66-8
3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

: 214467-65-9
O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -30 ℃; for 0.416667h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.carres.2008.08.024

Reference yield:

: 100-39-0
benzyl bromide

: 214467-65-9
O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / Ag₂O / dimethylformamide

2: 90 percent / NIS, AgOTf / -40 °C

With N-iodo-succinimide; silver trifluoromethanesulfonate; silver(l) oxide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01540-8

Reference yield:

: 138730-66-2
ethyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 214467-65-9
O-(-3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / trimethylsilyl azide, methyl triflate, molecular sieves / CH₂Cl₂

2: 90 percent / K₂CO₃ / tetrahydrofuran; methanol

3: 90 percent / NIS, AgOTf / -40 °C

With N-iodo-succinimide; molecular sieve; trimethylsilylazide; silver trifluoromethanesulfonate; potassium carbonate; methyl trifluoromethanesulfonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)01540-8