SCH54292

Base Information

• Chemical Name: SCH54292
• CAS No.: 188480-51-5
• Molecular Formula: C₂₄H₂₈N₂O₉S
• Molecular Weight: 520.56
• Mol file: 188480-51-5.mol

Synonyms:Benzenesulfonamide, N-β-D-glucopyranosyl-4-(hydroxyamino)-N-[2-(2-naphthalenyloxy)ethyl]-;N-β-D-Glucopyranosyl-4-(hydroxyamino)-N-[2-(2-naphthalenyloxy)ethyl]benzenesulfonamide;

Chemical Property of SCH54292

Chemical Property:

• Boiling Point: 810.0±75.0 °C(Predicted)
• PKA: 8.23±0.70(Predicted)
• PSA: 177.40000
• Density: 1.58±0.1 g/cm3(Predicted)
• LogP: 1.66430
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-(Hydroxyamino)-N-(2-(naphthalen-2-yloxy)ethyl)-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzenesulfonamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of SCH54292

There total 10 articles about SCH54292 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: 93.0%

N-[2-(Naphthalen-2-yloxy)-ethyl]-4-nitro-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzenesulfonamide (188444-68-0) → SCH-54292 (188480-51-5)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.1002/ejoc.200600132

Reference yield: 89.0%

4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-(2-deoxy-β-D-glucos-2-yl)benzenesulfonamide → 4-Hydroxyamino-N-[2-(naphthalen-2-yloxy)-ethyl]-N-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzenesulfonamide (188480-51-5)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/S0968-0896(96)00202-7

Reference yield:

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[[2-(naphthalen-2-yloxy)-ethyl]-(4-nitro-benzenesulfonyl)-amino]-tetrahydro-pyran-3-yl ester (188444-67-9) → SCH-54292 (188480-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / methanol / 24 h / 20 °C

2: 93 percent / hydrazine hydrate / Pd/C / tetrahydrofuran / 0.75 h / 0 °C

With potassium carbonate; hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1002/ejoc.200600132

upstream raw materials:

acetobromo-α-D-glucose

4-Nitrobenzenesulfonyl chloride

4-nitro-N-[2-(2-naphthyloxy)ethyl]benzenesulfonamide

N-[2-(Naphthalen-2-yloxy)-ethyl]-4-nitro-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzenesulfonamide

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