methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate

Base Information

• Chemical Name: methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate
• CAS No.: 170453-43-7
• Molecular Formula: C₂₃H₃₁NO₉S
• Molecular Weight: 497.566
• Mol file: 170453-43-7.mol

Synonyms:

Chemical Property of methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate

There total 4 articles about methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate 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: 64.0%

p-Tolyl chlorothionoformate (937-63-3) + methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-D-erythro-L-mannononoate (129871-89-2) → methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate (170453-43-7)

Guidance literature:

With pyridine; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(95)00013-J

Reference yield:

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-(1-methylethylidene)-D-glycero-D-galacto-4-nonulosonate (133777-16-9) → methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate (170453-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / BH₃*NH₃ / methanol / 0.33 h / 0 °C

2: 64 percent / pyridine / 1 h / Ambient temperature

With pyridine; borane-ammonia complex; In methanol;

DOI:10.1016/0008-6215(95)00013-J

Reference yield:

5-Acetamido-2,6-anhydro-3,5-dideoxy-D-erythro-L-manno-nononic acid (119068-34-7) → methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-4-O-((4-methyl phenoxy)thiocarbonyl)-8,9-O-isopropylidene-D-erythro-L-mannonononate (170453-43-7)

Guidance literature:

Multi-step reaction with 3 steps

1: CF₃COOH, Amberlyst 15H⁺

3: 64 percent / pyridine / 1 h / Ambient temperature

With pyridine; Amberlyst 15H⁺; trifluoroacetic acid;

DOI:10.1016/0008-6215(95)00013-J

upstream raw materials:

p-Tolyl chlorothionoformate

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-D-erythro-L-mannononoate

5-Acetamido-2,6-anhydro-3,5-dideoxy-D-erythro-L-manno-nononic acid

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-(1-methylethylidene)-D-glycero-D-galacto-4-nonulosonate