benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

Base Information

Chemical Name:benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate
CAS No.:114857-74-8
Molecular Formula:C₂₃H₃₁NO₁₀
Molecular Weight:481.5
Hs Code.:

Synonyms:benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

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Chemical Property of benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

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Technology Process of benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

There total 5 articles about benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate 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: 81.0%

: 108-24-7
acetic anhydride

: 114857-73-7
benzyl 5-acetamido-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

: 114857-74-8
benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

Guidance literature:: With pyridine; at 20 ℃; for 1h; regioselective reaction;
DOI:10.1039/c6ob01706a

Reference yield:

: 6813-81-6,14120-72-0,19342-33-7,21646-00-4,82349-00-6,99395-98-9,99395-99-0,99396-00-6,102734-10-1,489-46-3,140671-47-2,140850-42-6,140850-43-7,140850-44-8,145375-13-9
N-acetyl neuraminic acid

: 114857-74-8
benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / 10percent Cs₂CO₃ / dimethylformamide / 2 h / Ambient temperature

2: p-toluenesulfonic acid / acetone / 0.5 h / Ambient temperature

3: 75 percent / pyridine / 1 h / Ambient temperature

With pyridine; caesium carbonate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(87)80269-0

Reference yield:

: 113757-75-8
(2S,4S,5R,6R)-benzyl 5-acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-1-carboxylate

: 114857-74-8
benzyl 5-acetamido-4-O-acetyl-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-β-D-galacto-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / acetone / 0.5 h / Ambient temperature

2: 75 percent / pyridine / 1 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In acetone;
DOI:10.1016/0008-6215(87)80269-0