p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl--D-glucopyranoside

Base Information

• Chemical Name: p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl--D-glucopyranoside
• CAS No.: 84564-22-7
• Molecular Formula: C28H26N2O10
• Molecular Weight: 550.51344
• Mol file: 84564-22-7.mol

Synonyms:p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl--D-glucopyranoside;4-Nitrophenyl 2-(AcetylaMino)-2-deoxy-3,6-bis-O-(benzoyl)-β-D-glucopyranoside;4-Nitrophenyl 2-(AcetylaMino)-2-deoxy-β-D-glucopyranoside 3,6-Dibenzoate

Chemical Property of p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl--D-glucopyranoside

Chemical Property:

• Melting Point: 230°C dec.
• PSA: 132.07000
• LogP: 4.28040
• Solubility.: DMF, DMSO, Methanol

Purity/Quality:

97% ^*data from raw suppliers

p-Nitrophenyl2-Acetamido-2-deoxy-3,6-di-O-benzoyl-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl-β-D-glucopyranoside (cas# 84564-22-7) is a compound useful in organic synthesis.

Technology Process of p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl--D-glucopyranoside

There total 4 articles about p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl--D-glucopyranoside 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:

benzyl bromide (100-39-0) + p-nitrophenyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside (84564-21-6) → p-nitrophenyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside (84564-23-8) + p-nitrophenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (84564-22-7)

Guidance literature:

With barium dihydroxide; barium carbonate; In N,N-dimethyl-formamide; for 2h;

DOI:10.1016/0008-6215(82)85025-8

Reference yield:

benzyl bromide (100-39-0) → p-nitrophenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (84564-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: BaCO₃, Ba(OH)2 * 8 H₂O / dimethylformamide / 1.5 h / Ambient temperature

2: 68 percent / AcOH / H₂O / 0.17 h

3: 41 percent / BaCO₃, Ba(OH)2 * 8 H₂O / dimethylformamide / 2 h

With barium dihydroxide; acetic acid; barium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(82)85025-8

Reference yield:

p-nitrophenyl 2-acetamido-3-O-benzyl-2-deoxy-4,6-O-(p-methoxybenzylidene)-β-D-glucopyranoside (84594-49-0) → p-nitrophenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (84564-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / AcOH / H₂O / 0.17 h

2: 41 percent / BaCO₃, Ba(OH)2 * 8 H₂O / dimethylformamide / 2 h

With barium dihydroxide; acetic acid; barium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(82)85025-8

upstream raw materials:

benzyl bromide

p-nitrophenyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

p-nitrophenyl 2-acetamido-3-O-benzyl-2-deoxy-4,6-O-(p-methoxybenzylidene)-β-D-glucopyranoside

N-[(2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-(4-methoxy-phenyl)-6-(4-nitro-phenoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

Downstream raw materials:

p-nitrophenyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

p-nitrophenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

p-trifluoroacetamidophenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

p-trifluoroacetamidophenyl 2-acetamido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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