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

• 879551-04-9 (3R,4R,5R)-3?fluoro?4?hydroxy?5?(hydroxymethyl)?3?methyltetrahydrofuran?2?one 
• 874638-80-9 ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate 
• 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 
• 1613589-73-3 C₄₀H₃₆F₂IN₅O₅ 
• 1613589-72-2 9-(2,5-dideoxy-2,4-difluoro-5-iodo-2-C-methyl-β-D-ribofuranosyl)-6-ethoxy-2-((4-monomethoxytrityl)amino)purine 
• 1613589-71-1 9-(4,5-didehydro-2,5-dideoxy-2-fluoro-2-C-methyl-β-D-ribofuranosyl)-6-ethoxy-2-((4-monomethoxytrityl)amino)purine 
• 1613589-70-0 9-(2,5-dideoxy-2-fluoro-2-C-methyl-5-iodo-β-D-ribofuranosyl)-6-ethoxy-2-((4-monomethoxytrityl)amino)purine 
• 1613589-69-7 9-(2-deoxy-2-fluoro-2-C-methyl-β-D-ribofuranosyl)-6-ethoxy-2-((4-monomethoxytrityl)amino)purine 
• 1613589-67-5 C₃₁H₂₉F₂N₅O₅ 
• 1613589-66-4 C₄₅H₃₇F₂N₅O₇ 
• 1613589-65-3 C₃₈H₃₂F₂IN₅O₅ 
• 1613589-64-2 C₃₁H₂₈F₂IN₅O₄ 
• 1613589-63-1 C₃₁H₂₈FN₅O₄ 
• 1613589-62-0 C₃₁H₂₉FIN₅O₄ 

Relevant articles and documents

BI- AND MONOCYCLIC NUCLEOSIDE ANALOGS FOR TREATMENT OF HEPATITIS E

The present disclosure is directed toward bi- and monocyclic nucleoside analogs, and compositions comprising these compounds for use in the treatment of hepatitis E infections.

A preparation process of rope non-cloth wei improved method

The invention provides a method for improving technique of rope non-cloth wei, for the oxidation of olefinic bond when [...], the oxidizing agent is potassium permanganate into sodium permanganate, product yield from 78% improved to 90% or more; in cytosine with halo ethylthio butt coupling reaction using tin tetrachloride to replace the zinc chloride catalytic, yield from 75% to a 88%; using five fluoro phenol instead of the nitro phenol to prepare phosphoric acid ester side chain, so that the phosphoric acid ester side chain of the yield from 80% up to 95%.

Method for preparing intermediate of Sofosbuvir

The invention provides a method for preparing 3,5-bis-O-benzoyl-2-deoxy-2-fluoro-2-C-methyl-D-ribose-gamma-lactone of D-ribofuranose lactone (structural formula 1). The compound is an important intermediate of a hepatitis C virus (HCV) NS5B polymerase inhibitor Sofosbuvir. The formula 1 is shown in the specification.