5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

Base Information

Chemical Name:5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid
CAS No.:1354483-46-7
Molecular Formula:C₂₆H₃₉NO₁₀Si
Molecular Weight:553.682
Hs Code.:

Synonyms:5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

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Chemical Property of 5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

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Technology Process of 5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

There total 5 articles about 5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid 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: 72.0%

: 1354483-45-6
5-acetamido-4-O-tert-butyldimethylsilyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

: 108-24-7
acetic anhydride

: 1354483-46-7
5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

Guidance literature:: With pyridine; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1039/c1ob06348k

Reference yield:

: 1354483-42-3
methy 5-acetamido-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosonate

: 1354483-46-7
5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

Guidance literature:: Multi-step reaction with 3 steps

1: trimethyltin(IV) hydroxide / dichloromethane / 48 h / 20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

3: pyridine / 24 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; trimethyltin(IV) hydroxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c1ob06348k

Reference yield:

: 20298-35-5,22900-11-4,100678-43-1,109121-98-4,109122-00-1,119241-60-0,119241-61-1,119241-62-2
N-acetylneuraminic acid methyl ester

: 1354483-46-7
5-acetamido-4-O-tert-butyldimethylsilyl-8-O-acetyl-3,5-dideoxy-7,9-O-benzylidene-D-glycero-D-galacto-nonulopyranosic acid

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

2: trimethyltin(IV) hydroxide / dichloromethane / 48 h / 20 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

4: pyridine / 24 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; toluene-4-sulfonic acid; trimethyltin(IV) hydroxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c1ob06348k