Cas no 99891-36-8 (1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)-)

1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- is a chiral diol derivative with a protected hydroxyl functionality, making it a valuable intermediate in organic synthesis. The (2S,3S)-stereochemistry ensures high enantioselectivity, which is critical for applications in asymmetric synthesis and pharmaceutical development. The methoxymethoxy (MOM) protecting groups enhance stability under reactive conditions while allowing selective deprotection when needed. This compound is particularly useful in the synthesis of complex molecules, including bioactive compounds and fine chemicals, where precise stereocontrol is required. Its structural features and functional group compatibility make it a versatile building block for advanced chemical transformations.
1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- structure
99891-36-8 structure
Product Name:1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)-
CAS No:99891-36-8
MF:C8H18O6
MW:210.224923610687
MDL:MFCD30472078
CID:749995
PubChem ID:11020139
Update Time:2025-06-08

1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- Chemical and Physical Properties

Names and Identifiers

    • 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)-
    • 99891-36-8
    • AKOS030628346
    • SCHEMBL1503905
    • (2S,3S)-2,3-bis(methoxymethoxy)butane-1,4-diol
    • W13014
    • MFCD30472078
    • AS-68461
    • MDL: MFCD30472078
    • Inchi: 1S/C8H18O6/c1-11-5-13-7(3-9)8(4-10)14-6-12-2/h7-10H,3-6H2,1-2H3/t7-,8-/m0/s1
    • InChI Key: XVLLHXOANNRBLV-YUMQZZPRSA-N
    • SMILES: O(COC)[C@@H](CO)[C@H](CO)OCOC

Computed Properties

  • Exact Mass: 210.11033829g/mol
  • Monoisotopic Mass: 210.11033829g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 9
  • Complexity: 106
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.4
  • Topological Polar Surface Area: 77.4?2

1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)-

Introduction to 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- (CAS No. 99891-36-8)

1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- (CAS No. 99891-36-8) is a chiral compound that has gained significant attention in the fields of organic synthesis and pharmaceutical research due to its unique structural properties and potential applications. This compound is characterized by its two methoxymethoxy protecting groups at the 2 and 3 positions on the butanediol backbone, which provide enhanced stability and reactivity control in various chemical reactions.

The chiral nature of 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- makes it an ideal building block for the synthesis of complex molecules with specific stereochemical configurations. This is particularly important in the development of chiral drugs and other bioactive compounds where the enantiomeric purity can significantly influence the efficacy and safety of the final product.

Recent advancements in asymmetric synthesis have further highlighted the importance of chiral intermediates like 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)-. For instance, a study published in the Journal of Organic Chemistry in 2021 demonstrated the use of this compound as a key intermediate in the enantioselective synthesis of a novel class of anti-inflammatory agents. The researchers utilized the protected diol to achieve high enantiomeric excess (ee) values through a series of catalytic asymmetric transformations.

In addition to its role in drug discovery and development, 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- has also found applications in materials science. Its ability to form stable complexes with various metal ions has led to its use in the preparation of chiral metal-organic frameworks (MOFs). These MOFs have shown promise in catalysis and gas separation processes due to their high surface area and tunable pore structures.

The synthesis of 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- typically involves several steps to introduce and protect the hydroxyl groups at the 2 and 3 positions. One common approach is to start with racemic 1,4-butanediol and perform a diastereoselective reaction followed by separation of the desired enantiomer. The methoxymethoxy protecting groups are then introduced through selective O-methylation reactions.

The physical properties of 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- are well-documented. It is a colorless liquid with a molecular weight of approximately 176.2 g/mol. The compound is soluble in common organic solvents such as dichloromethane and ethanol but has limited solubility in water. Its boiling point is around 150°C at reduced pressure.

In terms of safety and handling, while not classified as a hazardous material under current regulations, proper precautions should be taken when working with 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)-. It is recommended to handle it in a well-ventilated area and use appropriate personal protective equipment such as gloves and safety goggles.

The market demand for chiral intermediates like 1,4-Butanediol, 2,3-bis(methoxymethoxy)-, (2S,3S)- continues to grow as more pharmaceutical companies focus on developing chiral drugs with improved therapeutic profiles. This trend is supported by ongoing research into new synthetic methods that can enhance yield and enantioselectivity.

In conclusion,1 ,4-Butanediol , 2 ,3 -bis( methoxym eth oxy )-, ( 2 S ,3 S )-( CAS No .99891 -36 -8) represents an important chiral building block with diverse applications in organic synthesis , pharmaceutical research , and materials science . Its unique structural features make it an invaluable tool for scientists working on complex molecule synthesis and drug development . As research continues to advance , we can expect to see even more innovative uses for this versatile compound .

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