Cas no 65556-81-2 (1,2:5,6-Di-O-isopropylidene-L-chiro-inositol)

1,2:5,6-Di-O-isopropylidene-L-chiro-inositol is a protected derivative of L-chiro-inositol, featuring isopropylidene groups at the 1,2 and 5,6 positions. This modification enhances the compound's stability and solubility in organic solvents, making it a valuable intermediate in synthetic chemistry, particularly for carbohydrate and inositol-based research. Its rigid, bicyclic structure is useful in stereoselective synthesis, enabling precise control over chiral centers. The compound is commonly employed in the preparation of biologically active molecules, including glycosidase inhibitors and signaling molecules. Its high purity and well-defined stereochemistry make it a reliable choice for applications requiring stringent regio- and stereochemical control.
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol structure
65556-81-2 structure
Product Name:1,2:5,6-Di-O-isopropylidene-L-chiro-inositol
CAS No:65556-81-2
MF:C12H20O6
MW:260.283604621887
CID:962094
PubChem ID:280989
Update Time:2025-06-12

1,2:5,6-Di-O-isopropylidene-L-chiro-inositol Chemical and Physical Properties

Names and Identifiers

    • 1,2:5,6-Di-O-isopropylidene-L-chiro-inositol
    • (±)-1,2:5,6-di-O-isopropylidene-myo-inositol
    • (+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol
    • (+/-)-1,2:5,6-di-O-isopropylidene-myo-inositol
    • 1,2:5,6-BIS-O(1-METHYLETHYLIDENE)-1L-CHI
    • 1,2:5,6-di-O-isopropylidene-myo-inositol
    • L-chiro-Inositol, 1,2:5,6-bis-O-(1-methylethylidene)-
    • Nsc136028
    • 65556-81-2
    • DTXSID00961026
    • 1,2:5,6-Di-O-isopropylidene-D-chiro-inositol
    • 4,4,11,11-tetramethyl-3,5,10,12-tetraoxatricyclo[7.3.0.0?,?]dodecane-7,8-diol
    • NSC-136028
    • 2,2,7,7-Tetramethylhexahydro-2H,7H-benzo[1,2-d:3,4-d']bis[1,3]dioxole-4,5-diol
    • 40617-60-5
    • NSC133423
    • SCHEMBL9767712
    • ZQZGHZYIHMUHSI-UHFFFAOYSA-N
    • D-chiro-Inositol, 1,2:5,6-bis-O-(1-methylethylidene)-
    • NSC-133423
    • 2,2,7,7-tetramethylhexahydrobenzo[1,2-d:3,4-d']bis[1,3]dioxole-4,5-diol
    • 4,4,11,11-tetramethyl-3,5,10,12-tetraoxatricyclo[7.3.0.02,6]dodecane-7,8-diol
    • Inchi： 1S/C12H20O6/c1-11(2)15-7-5(13)6(14)8-10(9(7)17-11)18-12(3,4)16-8/h5-10,13-14H,1-4H3
    • InChI Key： ZQZGHZYIHMUHSI-UHFFFAOYSA-N
    • SMILES： O1C(C)(C)OC2C(C(C3C(C12)OC(C)(C)O3)O)O

Computed Properties

  • Exact Mass: 260.12600
  • Monoisotopic Mass: 260.12598835g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 0
  • Complexity: 321
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 6
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.6
  • Topological Polar Surface Area: 77.4?2

Experimental Properties

  • Color/Form: solid
  • Melting Point: 153-156?°C(lit.)
  • PSA: 77.38000
  • LogP: -0.23800
  • Solubility: Not available

1,2:5,6-Di-O-isopropylidene-L-chiro-inositol Security Information

  • WGK Germany：3

1,2:5,6-Di-O-isopropylidene-L-chiro-inositol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D209720-250mg
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol
 65556-81-2
250mg
 $ 165.00 2022-06-05
TRC
D209720-500mg
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol
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 $ 275.00 2022-06-05
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D209720-1000mg
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol
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1g
 $ 435.00 2022-06-05
SHENG KE LU SI SHENG WU JI SHU
sc-222906-1g
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol,
 65556-81-2
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 ￥1106.00 2023-09-05
TRC
D209720-10mg
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10mg
 $173.00 2023-05-18
TRC
D209720-50mg
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol
 65556-81-2
50mg
 $775.00 2023-05-18
TRC
D209720-100mg
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol
 65556-81-2
100mg
 $ 1200.00 2023-09-08
SHENG KE LU SI SHENG WU JI SHU
sc-222906-1 g
1,2:5,6-Di-O-isopropylidene-L-chiro-inositol,
 65556-81-2
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 ￥1,106.00 2023-07-10

1,2:5,6-Di-O-isopropylidene-L-chiro-inositol Related Literature

Related Categories

Additional information on 1,2:5,6-Di-O-isopropylidene-L-chiro-inositol

1,2:5,6-Di-O-isopropylidene-L-chiro-inositol (CAS No. 65556-81-2): A Versatile Chiral Building Block in Modern Organic Synthesis

In the realm of chiral chemistry, 1,2:5,6-Di-O-isopropylidene-L-chiro-inositol (CAS No. 65556-81-2) stands out as a pivotal intermediate for asymmetric synthesis and pharmaceutical applications. This compound, characterized by its unique L-chiro-inositol backbone and isopropylidene protecting groups, has garnered significant attention due to its role in crafting complex molecules with high stereochemical precision. Researchers and industries alike value its utility in drug development, carbohydrate chemistry, and material science.

The 1,2:5,6-Di-O-isopropylidene moiety in this compound enhances its stability and solubility, making it a preferred choice for multi-step synthetic routes. Its L-chiro-inositol core is a stereoisomer of inositol, a cyclitol widely studied for its biological significance, including potential applications in metabolic disorder therapeutics. Recent trends highlight its use in glycosylation reactions and as a precursor for chiral ligands, aligning with the growing demand for enantioselective catalysis in green chemistry.

One of the most searched questions in this domain is: *"How does 1,2:5,6-Di-O-isopropylidene-L-chiro-inositol compare to other inositol derivatives in drug design?"* Studies reveal its superior conformational rigidity, which simplifies the control of stereochemistry in target molecules—a critical factor for API (Active Pharmaceutical Ingredient) development. Additionally, its compatibility with microwave-assisted synthesis and flow chemistry techniques positions it as a future-proof tool for industrial-scale production.

From an SEO perspective, terms like "buy 1,2:5,6-Di-O-isopropylidene-L-chiro-inositol", "CAS 65556-81-2 supplier", and "L-chiro-inositol applications" rank highly, reflecting commercial and academic interest. Environmental concerns also drive searches for sustainable synthesis methods, where this compound’s recyclable protecting groups offer advantages. Its non-toxic profile further aligns with the bio-based chemicals movement, a hotspot in 2024.

In summary, 1,2:5,6-Di-O-isopropylidene-L-chiro-inositol bridges fundamental research and industrial innovation. Its adaptability to cutting-edge technologies like AI-driven retrosynthesis and enzyme-mediated transformations ensures its relevance in next-generation chemical manufacturing. As the demand for chiral purity grows, this compound will remain a cornerstone in synthetic strategies.

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