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Name
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(5 - Methyl - 2 - oxo - 1,3 - dioxol - 4 - yl)methyl 4 - nitrophenyl carbonate
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|---|---|
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Synonyms
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(5 - Methyl - 2 - oxo - 1,3 - dioxol - 4 - yl)methyl p - nitrophenyl carbonate;
(5 - Methyl - 2 - oxo - 1,3 - dioxol - 4 - yl)methyl 4 - nitrophenyl carbonate;
Carbonic acid, (5 - methyl - 2 - oxo - 1,3 - dioxol - 4 - yl)methyl 4 - nitrophenyl ester;carbonic acid
5 - methyl - 2 - oxo - [1,3]dioxol - 4 - ylmethyl ester 4 - nitro - phenyl ester;
(5 - methyl - 2 - oxo - 1,3 - dioxopentene - 4 - yl) methyl 4 - nitrophenyl carbonate
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CAS
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173604 - 87 - 0
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MF
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C12H9NO8
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MW
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295.2
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Density
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1.491
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Boiling Point
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434.798°C at 760 mmHg
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Flash Point
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197.768°C
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Exact Mass
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295.03300
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PSA
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124.70000
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LogP
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2.68820
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Appearance
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Light beige to brown solid
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Vapor Pressure
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0 mmHg at 25°C
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Refractive Index
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1.575
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Storage Conditions
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Room temperature
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Usage
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1. Protecting reagent for cephalosporin antibiotics It acts as an amino/hydroxyl protecting agent in the synthesis of cephalosporins (e.g., cefixime), preventing functional groups from being damaged during reactions. It can be gently deprotected later to ensure the structure and activity of the antibiotic.
2. Active ester precursor for β-lactam drugs Its 4-nitrophenyl carbonate structure serves as an active group, which can couple with the amino groups of β-lactam drugs (e.g., carbapenems) to improve the drug's lipophilicity and antibacterial activity.
3. Structural modification reagent for antiviral drugs It is used for the sugar ring/side chain modification of nucleoside antiviral drugs (e.g., entecavir), regulating the drug's water solubility and stability, and enhancing its binding ability to viral enzymes. Would you like me to organize these uses into a **concise key point list** for you?
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