2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside
• CAS No.: 147906-86-3
• Molecular Formula: C₅₆H₇₁NO₂₄Si
• Molecular Weight: 1170.26
• Mol file: 147906-86-3.mol

Synonyms:2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Chemical Property of 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

There total 1 articles about 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-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: 37.5%

2-(trimethylsilyl)ethyl 6-O-benzoyl-β-D-galactopyranosyl-(1<*>4)-2,6-di-O-benzoyl-β-D-glucopyranoside (121360-16-5) + methyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-2-thio-D-manno-2-nonulopyranosid)onate (147906-85-2) → 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside (147906-86-3)

Guidance literature:

With 3 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile; at -15 ℃; for 24h;

DOI:10.1016/0008-6215(92)84038-T

Reference yield: 84.0%

acetic anhydride (108-24-7) + 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside (147906-86-3) → 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside (147906-87-4)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/0008-6215(92)84038-T

Reference yield:

2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside (147906-86-3) → O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate (147906-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / pyridine / Ambient temperature

2: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / 6 h / 0 °C

3: 82 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 2 h / 0 °C

With pyridine; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

DOI:10.1016/0008-6215(92)84038-T

upstream raw materials:

2-(trimethylsilyl)ethyl 6-O-benzoyl-β-D-galactopyranosyl-(1<*>4)-2,6-di-O-benzoyl-β-D-glucopyranoside

methyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-2-thio-D-manno-2-nonulopyranosid)onate

Downstream raw materials:

2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-β-D-glucopyranoside

O-(methyl 5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-α-D-manno-2-nonulopyranosylonate)-(2->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-2,6-di-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate