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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.

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  • D-ARABINONIC ACID,2-C-METHYL-4,5-O-(1-METHYLETHYLIDENE)-,ETHYL ESTER

    Cas No: 93635-76-8

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  • 93635-76-8 Structure
  • Basic information

    1. Product Name: D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester
    2. 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
    3. CAS NO:93635-76-8
    4. Molecular Formula: C11H20O6
    5. Molecular Weight: 248.273
    6. EINECS: 1592732-453-0
    7. Product Categories: API intermediates
    8. Mol File: 93635-76-8.mol
  • Chemical Properties

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

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 93635-76-8(Hazardous Substances Data)

93635-76-8 Usage

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.

Check Digit Verification of cas no

The CAS Registry Mumber 93635-76-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,3,6,3 and 5 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 93635-76:
(7*9)+(6*3)+(5*6)+(4*3)+(3*5)+(2*7)+(1*6)=158
158 % 10 = 8
So 93635-76-8 is a valid CAS Registry Number.
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

93635-76-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl (2S,3R)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,3-dihydroxy-2-methylpropanoate

1.2 Other means of identification

Product number -
Other names X8443

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:93635-76-8 SDS

93635-76-8Relevant articles and documents

BI- AND MONOCYCLIC NUCLEOSIDE ANALOGS FOR TREATMENT OF HEPATITIS E

-

, (2021/10/22)

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.

Preparation method of 2-C-methyl-4, 5-O-(1-methylvinyl)-D-arabitic acid ethyl ester

-

Paragraph 0039-0048, (2019/01/24)

The invention discloses a preparation method of 2-C-methyl-4, 5-O-(1-methylvinyl)-D-arabitic acid ethyl ester (formula I). Compared with the prior art, the preparation method has short reaction steps,reduces the use of organic solvents and generation of solid waste. At the same time, the used reagents are all conventional reagents, the method has the characteristics of simple operation, mild reaction conditions and environmental friendliness, and can achieve industrial preparation of 2-C-methyl-4, 5-O-(1-methylvinyl)-D-arabitic acid ethyl ester.

A preparation process of rope non-cloth wei improved method

-

Paragraph 0007, (2019/03/28)

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%.

Dihydroxylation of Olefins with Potassium Permanganate Catalyzed by Imidazolium Salt

Khan, Imran,Luo, Zhi-Bin,Valeru, Anil,Xu, Yin,Liu, Bin,Sangepu, Bhavanarushi,Xie, Ji-Min

, p. 1815 - 1819 (2018/02/19)

The development of an efficient and cost-effective cis -dihydroxylation reaction of acrylate derivatives was achieved. The reaction proceeded in acetone with an imidazolium salt as catalyst to furnish the dihydroxylation of olefins at 0-5 °C using KMnO 4 as the oxidant. This efficient and non-aqueous protocol was highly suitable for the large-scale preparation of cis -dihydroxylated compounds from the corresponding acrylate derivatives in high yields without overoxidation.

Method for preparing intermediate of Sofosbuvir

-

, (2016/12/26)

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.

An Efficient and Practical Method for Olefin Dihydroxylation

Luo, Zhi-Bin,Zhao, Chen,Xie, Jimin,Lu, Hong-Fei

, p. 3696 - 3700 (2016/11/08)

An efficient and economic procedure was developed for the dihydroxylation of various olefin derivatives with commercial KMnO4 as the oxidant in the presence of a quaternary ammonium salt. This practical procedure is suitable for large-scale production of cis-dihydroxy compounds, even those bearing primary and secondary alcohol groups, without overoxidation.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

-

, (2016/03/08)

Disclosed herein are nucleosides, nucleotides and nucleotide analogs, methods of synthesizing the same and methods of treating diseases and/or conditions such as a Coronaviridae virus, a Togaviridae virus, a Hepeviridae virus and/or a Bunyaviridae virus infection with one or more nucleosides, nucleotides and nucleotide analogs.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

-

, (2015/04/21)

Disclosed herein are nucleosides, nucleotides and nucleotide analogs, methods of synthesizing the same and methods of treating diseases and/or conditions such as a Picornavirus and/or Flaviviridae infection with one or more nucleosides, nucleotides and nucleotide analogs.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

-

, (2016/03/11)

Disclosed herein are nucleosides, nucleotide analogs, methods of synthesizing nucleotide analogs and methods of treating diseases and/or conditions such as a Filoviridae virus infection with one or more nucleosides and/or nucleotide analogs.

2'-CYANO SUBSTITUTED NUCLEOSIDE DERIVATIVES AND METHODS OF USE THEREOF FOR TREATMENT OF VIRAL DISEASES

-

, (2014/05/07)

Compounds of Formula (I) are disclosed, wherein R1, R2, R3, R4, R5, and R18 are defined herein. The compounds encompassed by Formula (I) include compounds which are HCV NS5B inhibitors and other compounds which can be metabolized in vivo to HCV NS5B inhibitors. The compounds and their pharmaceutically acceptable salts are useful for the prophylaxis or treatment of infection by HCV and the prophylaxis, treatment, or delay in the onset of disease caused by HCV. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines.

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