Cas no 77027-85-1 (propan-2-yl (2R)-2-hydroxypropanoate)

Propan-2-yl (2R)-2-hydroxypropanoate, also known as isopropyl (R)-lactate, is a chiral ester derived from lactic acid. Its key advantages include its role as a versatile solvent with favorable biodegradability and low toxicity, making it suitable for pharmaceutical and cosmetic formulations. The (2R)-configuration ensures enantiomeric purity, which is critical for applications requiring stereoselectivity, such as asymmetric synthesis or chiral auxiliaries. Its ester functionality and hydroxyl group provide reactivity for further chemical modifications. The compound exhibits good solubility in both polar and nonpolar solvents, enhancing its utility in diverse industrial processes. Its stability under mild conditions further supports its use in sensitive formulations.
propan-2-yl (2R)-2-hydroxypropanoate structure
77027-85-1 structure
Product Name:propan-2-yl (2R)-2-hydroxypropanoate
CAS No:77027-85-1
MF:C6H12O3
MW:132.157682418823
CID:548739
PubChem ID:10942461
Update Time:2025-06-26

propan-2-yl (2R)-2-hydroxypropanoate Chemical and Physical Properties

Names and Identifiers

    • Propanoic acid,2-hydroxy-, 1-methylethyl ester, (2R)-
    • ISOPROPYL-(R)-LACTATE
    • Propanoic acid, 2-hydroxy-, 1-methylethyl ester, (2R)- (9CI)
    • (+)-Isopropyl lactate
    • (R)-Isopropyl lactate
    • D-Isopropyl lactate
    • Propanoicacid, 2-hydroxy-, 1-methylethyl ester, (R)-
    • propan-2-yl (2R)-2-hydroxypropanoate
    • W-111225
    • (R)-Isopropyl2-hydroxypropanoate
    • AKOS006330769
    • (R)-Isopropyl 2-hydroxypropanoate
    • 77027-85-1
    • Isopropyl S-(-)-lactate
    • SCHEMBL16370205
    • 2-hydroxy-propionic acid isopropyl ester
    • EN300-1472320
    • Inchi: 1S/C6H12O3/c1-4(2)9-6(8)5(3)7/h4-5,7H,1-3H3/t5-/m1/s1
    • InChI Key: KIWATKANDHUUOB-RXMQYKEDSA-N
    • SMILES: O(C([C@@H](C)O)=O)C(C)C

Computed Properties

  • Exact Mass: 132.07866
  • Monoisotopic Mass: 132.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 98.5
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.7
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53

propan-2-yl (2R)-2-hydroxypropanoate Pricemore >>

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Additional information on propan-2-yl (2R)-2-hydroxypropanoate

Propan-2-yl (2R)-2-Hydroxypropanoate: A Comprehensive Overview

Propan-2-yl (2R)-2-hydroxypropanoate, also known by its CAS number 77027-85-1, is a versatile organic compound with significant applications in various industries. This compound is a chiral ester, characterized by its unique stereochemistry and functional groups. The molecule consists of a propanoic acid derivative with a hydroxyl group at the 2R position and an ester linkage with an isopropyl group. Its structure makes it highly valuable in fields such as pharmaceuticals, food additives, and cosmetics due to its ability to act as a precursor or intermediate in complex molecule synthesis.

The (R)-configuration of the hydroxyl group in propan-2-yl (2R)-2-hydroxypropanoate plays a critical role in its biological activity and chemical reactivity. Recent studies have highlighted its potential as a chiral building block in asymmetric synthesis, enabling the production of enantiomerically pure compounds. This property is particularly advantageous in drug discovery, where the stereochemistry of molecules can significantly influence their pharmacokinetics and efficacy.

One of the most notable advancements involving propan-2-yl (2R)-hydroxypropanoate is its application in the synthesis of bioactive compounds. Researchers have utilized this compound as a key intermediate in the production of statins, a class of drugs used to lower cholesterol levels. The ability to efficiently synthesize this compound with high enantiomeric excess has been a focus of recent investigations, driven by the demand for cost-effective and environmentally friendly manufacturing processes.

In addition to its pharmaceutical applications, propan-hydroxypropanoate has gained attention in the food industry as a natural flavor enhancer. Its mild sweetness profile makes it an ideal candidate for use in low-calorie sweeteners and flavor modifiers. Recent studies have explored its stability under various processing conditions, ensuring its suitability for incorporation into food products without compromising taste or safety.

The synthesis of propan-hydroxypropanoate involves several methods, including enzymatic catalysis and chemical reduction. Enzymatic approaches have become increasingly popular due to their high selectivity and ability to operate under mild conditions. For instance, lipase-catalyzed transesterification has been employed to produce this compound with excellent yields and stereochemical control. These advancements underscore the importance of biocatalysis in modern organic synthesis.

From an environmental standpoint, the production and use of propan-hydroxypropanoate align with sustainable chemistry principles. Its biodegradability and low toxicity make it an eco-friendly alternative to traditional synthetic compounds. Moreover, researchers are exploring its potential as a renewable resource-derived material, leveraging biomass-derived feedstocks to reduce reliance on fossil fuels.

In conclusion, propan-hydroxypropanoate, with its CAS number 77027-85-1, stands as a pivotal compound in contemporary chemistry. Its unique properties, coupled with recent advancements in synthesis and application, position it as a key player in diverse industries. As research continues to uncover new possibilities for this compound, its role in driving innovation across sectors is expected to grow significantly.

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