p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside
CAS No.:1316823-24-1
Molecular Formula:C₃₂H₃₃N₅O₁₆
Molecular Weight:743.638
Hs Code.:

Synonyms:p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside

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Chemical Property of p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside

There total 6 articles about p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside 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: 77.0%

: 1316823-20-7
p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranoside

: 1316823-24-1
p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside

Guidance literature:: With water; acetic acid; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/j.carres.2011.03.036

Reference yield:

: 1147438-51-4
p-nitrophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

: 1316823-24-1
p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / 0.5 h / 20 °C / pH 10

1.2: Dowex H+

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 1 h / 20 °C

3.1: N-iodo-succinimide / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / -30 °C / Inert atmosphere; Molecular sieve

4.1: water; acetic acid / dichloromethane / 48 h / 20 °C

With N-iodo-succinimide; water; sodium methylate; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2011.03.036

Reference yield:

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 1316823-24-1
p-nitrophenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2-azido-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -20 °C

2.1: sodium methylate / methanol / 0.5 h / 20 °C / pH 10

2.2: Dowex H+

3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 1 h / 20 °C

4.1: N-iodo-succinimide / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

4.2: 1 h / -30 °C / Inert atmosphere; Molecular sieve

5.1: water; acetic acid / dichloromethane / 48 h / 20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; water; sodium methylate; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2011.03.036