8-Ethoxycarbonyloctyl-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido--D-glucopyranoside

Base Information

• Chemical Name: 8-Ethoxycarbonyloctyl-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido--D-glucopyranoside
• CAS No.: 106445-23-2
• Molecular Formula: C₃₁H₄₁NO₁₂
• Molecular Weight: 619.666
• Mol file: 106445-23-2.mol

Synonyms:8-Ethoxycarbonyloctyl-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido--D-glucopyranoside;9-[[3,4,6-Tri-O-acetyl-2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl]oxy]nonanoic Acid Ethyl Ester;9-[[3,4,6-Tri-O-acetyl-2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-beta-D-glucopyranosyl]oxy]nonanoic acid ethyl ester

Chemical Property of 8-Ethoxycarbonyloctyl-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido--D-glucopyranoside

Chemical Property:

• Boiling Point: 677.4±55.0 °C(Predicted)
• PKA: -2.54±0.20(Predicted)
• PSA: 161.04000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 2.66080
• Solubility.: Chloroform, Dichloromethane, Ethanol, Ethyl Acetate, Methanol

Purity/Quality:

95% ^*data from raw suppliers

8-Ethoxycarbonyloctyl-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A synthetic antigen which may be linked to proteins A synthetic antigen which may be linked to proteins.

Technology Process of 8-Ethoxycarbonyloctyl-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido--D-glucopyranoside

There total 1 articles about 8-Ethoxycarbonyloctyl-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido--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: 54.0%

8-ethoxycarbonyloctanol (3639-34-7) + 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide (10028-45-2) → 8-ethoxycarbonyloctyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (106445-23-2)

Guidance literature:

With silver zeolite; In dichloromethane; for 40h; Ambient temperature;

Reference yield:

8-ethoxycarbonyloctyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (106445-23-2) → 8-methoxycarbonyloctyl 2-deoxy-4,6-O-(4-methoxybenzylidene)-2-phthalimido-β-D-glucopyranoside (106445-26-5,359436-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / methanol / 0.5 h

2: 64 percent / p-TsOH*H₂O / acetonitrile / 0.83 h / Ambient temperature

With toluene-4-sulfonic acid; In methanol; acetonitrile;

Reference yield:

8-ethoxycarbonyloctyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (106445-23-2) → 8-methoxycarbonyloctyl 3-O-benzyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-2-phthalimido-β-D-glucopyranoside (106445-27-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / methanol / 0.5 h

2: 64 percent / p-TsOH*H₂O / acetonitrile / 0.83 h / Ambient temperature

3: 90 percent / 1) NaH / tetrahydrofuran / 21 h / Ambient temperature

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; acetonitrile;

upstream raw materials:

8-ethoxycarbonyloctanol

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide

Downstream raw materials:

8-methoxycarbonyloctyl 2-deoxy-4,6-O-(4-methoxybenzylidene)-2-phthalimido-β-D-glucopyranoside

8-methoxycarbonyloctyl 3-O-benzyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-2-phthalimido-β-D-glucopyranoside

8-methoxycarbonyloctyl 3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

8-methoxycarbonyloctyl 3-O-benzyl-2-deoxy-2-phthalimido-4-O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranoside

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