4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-a-D-galactopyranoside

Base Information

• Chemical Name: 4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-a-D-galactopyranoside
• CAS No.: 59868-86-9
• Molecular Formula: C22H24N2O9
• Molecular Weight: 460.43
• DSSTox Substance ID: DTXSID90556783
• Mol file: 59868-86-9.mol

Synonyms:59868-86-9;4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-a-D-galactopyranoside;N-[(4aR,6R,7R,8R,8aR)-8-hydroxy-2-(4-methoxyphenyl)-6-(4-nitrophenoxy)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide;4-Nitrophenyl 2-Acetamido-4,6-O-methoxybenzylidene-2-deoxy-|A-D-galactopyranoside;DTXSID90556783;W-203230;4-Nitrophenyl 2-Acetamido-4,6-O-methoxybenzylidene-2-deoxy- alpha -D-galactopyranoside;4-Nitrophenyl 2-Acetamido-4,6-O-methoxybenzylidene-2-deoxy-?-D-galactopyranoside;4-NITROPHENYL 2-ACETAMIDO-4,6-O-METHOXYBENZYLIDENE-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE;4-Nitrophenyl 2-AcetaMido-4,6-O-Methoxybenzylidene-2-deoxy-I+/--D-galactopyranoside;4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-[(4-methoxyphenyl)methylidene]-alpha-D-galactopyranoside;N-((4aR,6R,7R,8R,8aR)-8-Hydroxy-2-(4-methoxyphenyl)-6-(4-nitrophenoxy)hexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide

Chemical Property of 4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-a-D-galactopyranoside

Chemical Property:

• Boiling Point: 753.4±60.0 °C(Predicted)
• PKA: 12.49±0.70(Predicted)
• PSA: 141.30000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 2.60100
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 460.14818035
• Heavy Atom Count: 33
• Complexity: 673

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C2C(COC(O2)C3=CC=C(C=C3)OC)OC1OC4=CC=C(C=C4)[N+](=O)[O-])O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]2[C@@H](COC(O2)C3=CC=C(C=C3)OC)O[C@@H]1OC4=CC=C(C=C4)[N+](=O)[O-])O
• Uses: 4-Nitrophenyl 2-Acetamido-4,6-O-methoxybenzylidene-2-deoxy-α-D-galactopyranoside (cas# 59868-86-9) is a compound useful in organic synthesis.

Technology Process of 4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-a-D-galactopyranoside

There total 1 articles about 4-Nitrophenyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-a-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:

→ 4-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside (59868-86-9)

Guidance literature:

aus p-Methoxybenzaldehyd, entspr. Diol, ZnCl2;

DOI:10.1016/S0008-6215(00)83514-4

Reference yield:

4-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside (59868-86-9) → 4-nitrophenyl O-α-L-fucopyranosyl-(1->3)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside (119927-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) mercury(II) cyanide; 2.) acetic acid / 1.) benzene, nitromethane, -35 deg. C, 24 h; 2.) 1h, 50 deg. C, water

2: 84 percent / sodium methoxide / methanol / 24 h / Ambient temperature

With sodium methylate; mercury(II) cyanide; acetic acid; In methanol;

DOI:10.1016/0008-6215(88)84041-2

Reference yield:

4-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside (59868-86-9) + O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-acetyl-α-D-galactopyranosyl bromide (115921-25-0) → 4-nitrophenyl O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside (119949-67-6)

Guidance literature:

With mercury(II) cyanide; acetic acid; Yield given. Multistep reaction; 1.) benzene, nitromethane, -35 deg. C, 24 h; 2.) 1h, 50 deg. C, water;

DOI:10.1016/0008-6215(88)84041-2

Downstream raw materials:

4-nitrophenyl O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside

4-nitrophenyl O-α-L-fucopyranosyl-(1->3)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside

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