93635-76-8

Basic information

• Product Name: D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester
• Synonyms: D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester;D-Arabinonic acid, 2-C-Methyl-4,5-O-(1-Methylethylidene)-,ethyl;(2S,3R)-3-((4R)-2,2-DiMethyldioxolan-4-yl)-2-Methyl-2,3-dihydroxypropanoic acid ethyl ester;4,5-O-isopropylidene-2-C-Methyl-D-arabinonate;ethyl (2S,3R)-3-[(4R)-2,2-diMethyl-1,3-dioxolan-4-yl]-2,3-dihydroxy-2-Methyl-propanoate;(2S,3R)-Ethyl 3-((R)-2,2-diMethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-Methylpropanoate;3-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,3-dihydroxy-2-methyl-propionic acid ethyl ester;-2,3-dihydroxy-2-methylpropanoate
• CAS NO: 93635-76-8
• Molecular Formula: C₁₁H₂₀O₆
• Molecular Weight: 248.273
• EINECS: 1592732-453-0
• Product Categories: API intermediates
• Mol File: 93635-76-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 75.0-75.5℃
• Boiling Point: 361.451°C at 760 mmHg
• Flash Point: 133.189°C
• Appearance: /
• Density: 1.186g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.475
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.29±0.29(Predicted)
• CAS DataBase Reference: D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester(93635-76-8)
• EPA Substance Registry System: D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester(93635-76-8)

Safety Data

• Hazardous Substances Data: 93635-76-8(Hazardous Substances Data)

Usage

Description

D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester is a complex organic compound that serves as a key intermediate in the synthesis of antiviral agents. It is characterized by its unique molecular structure, which includes a methyl group at the 2nd carbon, a 1-methylethylidene bridge between the 4th and 5th oxygen atoms, and an ethyl ester group. D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester plays a crucial role in the development of pharmaceuticals targeting viral infections.

Uses

Used in Pharmaceutical Industry:
D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester is used as a key intermediate in the synthesis of 2''-deoxy-2''-fluoro-2''-C-methylcytidine (I), also known as PSI-6130. D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester is a potent and selective inhibitor of the Hepatitis C Virus (HCV) NS5B polymerase, an essential enzyme for viral replication. By targeting this enzyme, PSI-6130 can effectively suppress the replication of the virus, making it a promising candidate for the treatment of Hepatitis C.
Furthermore, D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester also has potential applications in the synthesis of related antiviral agents. Its unique structure allows for the development of novel compounds with improved antiviral properties, potentially leading to more effective treatments for various viral infections. The versatility of this compound makes it an invaluable asset in the ongoing fight against viral diseases.

InChI:InChI=1/C11H20O6/c1-5-15-9(13)11(4,14)8(12)7-6-16-10(2,3)17-7/h7-8,12,14H,5-6H2,1-4H3/t7-,8-,11+/m1/s1

Upstream product

• 81997-75-3 ethyl (Z)(R)-4,5-O-isopropylidene-4,5-dihydroxy-2-methylpent-2-enoate 
• 21382-82-1 (carbethoxyethylidene)triphenylphosphorane 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 130606-67-6 C₁₁H₁₈O₄ 
• 81997-76-4 (S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropionic acid ethyl ester 
• 81997-75-3 ethyl trans-2,3-dideoxy-4,5-O-isopropylidene-2-C-methyl-D-glycero-pent-2-enonate 
• 93714-03-5 ethyl trans-2,3-dideoxy-4,5-O-isopropylidene-2-C-methyl-DL-glycero-pent-2-enonate 
• 93714-02-4 ethyl cis-2,3-dideoxy-4,5-O-isopropylidene-2-C-methyl-DL-glycero-pent-2-enonate 

Downstream Products

• 879551-01-6 (4S,5R)-ethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-meth-yl-1,3,2-dioxathiolane-4-carboxylate 2,2-dioxide 
• 1596350-90-1 C₂₂H₂₄N₄O₃ 
• 1596350-94-5 C₂₃H₂₆N₆O₃ 
• 1596350-95-6 C₂₅H₂₆N₈O₃ 
• 1403574-26-4 C₂₀H₁₇N₃O₆ 
• 1596350-41-2 C₂₀H₂₁N₃O₄ 
• 1596350-43-4 C₂₇H₂₈N₆O₃S 
• 1596350-44-5 C₂₆H₂₇N₇O₃ 
• 1613589-83-5 C₆₈H₆₉F₂N₆O₁₀P 

Relevant articles and documents

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