Cas no 260389-82-0 (1-benzylpyrrolidine-3,4-diol)

1-Benzylpyrrolidine-3,4-diol is a chiral pyrrolidine derivative featuring hydroxyl groups at the 3- and 4-positions, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its rigid pyrrolidine scaffold and functionalized diol moiety enable its use in asymmetric catalysis, ligand design, and the preparation of bioactive compounds. The benzyl group enhances solubility in organic solvents while providing a handle for further derivatization. This compound is particularly valuable in medicinal chemistry for the development of enzyme inhibitors and receptor modulators due to its stereochemical flexibility and potential for hydrogen bonding interactions. High purity grades ensure reproducibility in research and industrial processes.
1-benzylpyrrolidine-3,4-diol structure
1-benzylpyrrolidine-3,4-diol structure
Product Name:1-benzylpyrrolidine-3,4-diol
CAS No:260389-82-0
MF:C11H15NO2
MW:193.242303133011
MDL:MFCD06410834
CID:1425046
PubChem ID:536645
Update Time:2025-10-29

1-benzylpyrrolidine-3,4-diol Chemical and Physical Properties

Names and Identifiers

    • 1-(phenylmethyl)-3,4-pyrrolidinediol
    • BRN 0012064
    • 1-Benzyl-3.4-dihydro-isochinolin
    • 1-benzyl-2,5-dioxo-3,4-dihydroxy-pyrrolidine
    • 1-Benzyl-3.4-dihydroisochinolin
    • 1-Benzyl-3,4-dihydroxy-pyrrolidin-2,5-dion
    • AI3-61895
    • 1-benzyl-3,4-dihydro-isoquinoline
    • Isoquinoline, 3,4-dihydro-1-(phenylmethyl)-
    • SureCN5009247
    • 1-benzyl-3,4-dihydroxy-pyrrolidine
    • 1-benzyl-3,4-dihydroxy-pyrrolidine-2,5-dione
    • CTK4F4504
    • 1-Benzyl-3,4-dihydro-isochinolin
    • ISOQUINOLINE, 3,4-DIHYDRO-1-BENZYL-
    • 1-benzyl-3,4-dihydroxypyrrolidine
    • AC1L1OA6
    • 1-(PHENYLMETHYL)-3,4-PYRRODIDINEDIOL
    • 1-benzylpyrrolidine-3,4-diol
    • 260389-82-0
    • 3,4-Pyrrolidinediol, 1-(phenylmethyl)-, (3R,4R)-rel-
    • SB46918
    • BDA78433
    • 1-Benzyl-3,4-pyrrolidinediol #
    • SCHEMBL562632
    • 76784-33-3
    • (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol
    • 1346224-27-8
    • AB08024
    • DB-011592
    • 1-Benzyl-pyrrolidin-3,4-diol
    • MFCD01073894
    • SY023855
    • 3,4-dihydroxy-N-benzylpyrrolidine
    • 330152-66-4
    • 3,4-Pyrrolidinediol, 1-(phenylmethyl)-, cis-
    • (3R,4R)-1-benzyl-3,4-pyrrolidinediol
    • AKOS006291782
    • 1-benzylpyrrolidine-3,4-diol, cis
    • 1-Benzyl-3,4-dihydroxy pyrrolidine
    • rac-(3R,4S)-1-Benzylpyrrolidine-3,4-diol
    • AB85824
    • trans-1-benzylpyrrolidine-3,4-diol
    • EN300-245967
    • LS-13967
    • (-)-(3R,4R)-1-(Phenylmethyl)-3,4-pyrrolidinediol
    • MDL: MFCD06410834
    • Inchi: 1S/C11H15NO2/c13-10-7-12(8-11(10)14)6-9-4-2-1-3-5-9/h1-5,10-11,13-14H,6-8H2
    • InChI Key: QJRIUWQPJVPYSO-UHFFFAOYSA-N
    • SMILES: OC1CN(CC2C=CC=CC=2)CC1O

Computed Properties

  • Exact Mass: 193.11035
  • Monoisotopic Mass: 193.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 170
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.3
  • Topological Polar Surface Area: 43.7?2

Experimental Properties

  • PSA: 43.7

1-benzylpyrrolidine-3,4-diol Pricemore >>

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Additional information on 1-benzylpyrrolidine-3,4-diol

1-Benzylpyrrolidine-3,4-Diol: A Comprehensive Overview

The compound with CAS number 260389-82-0, commonly referred to as 1-benzylpyrrolidine-3,4-diol, has garnered significant attention in the fields of organic chemistry and pharmacology. This molecule is a derivative of pyrrolidine, a five-membered nitrogen-containing ring, with a benzyl group attached at the 1-position and hydroxyl groups at the 3 and 4 positions. Its unique structure endows it with intriguing chemical and biological properties, making it a subject of extensive research.

Recent studies have highlighted the potential of 1-benzylpyrrolidine-3,4-diol in drug discovery. Researchers have explored its role as a precursor in the synthesis of bioactive compounds, particularly those with neuroprotective and anti-inflammatory properties. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit promising activity against neurodegenerative diseases such as Alzheimer's. The hydroxyl groups at positions 3 and 4 play a crucial role in these activities by facilitating hydrogen bonding and enhancing solubility.

The synthesis of CAS 260389-82-0 has also been optimized in recent years. Traditional methods involved multi-step reactions with low yields, but advancements in catalytic asymmetric synthesis have enabled more efficient production. A 2022 paper in Organic Letters described a novel approach using palladium-catalyzed cross-coupling reactions to construct the benzyl-pyrrolidine framework with high enantioselectivity. This breakthrough not only simplifies the synthesis process but also opens avenues for large-scale production.

In terms of applications, 1-benzylpyrrolidine-3,4-diol has found utility in both academic research and industrial settings. In academia, it serves as a valuable tool for studying the relationship between molecular structure and biological activity. In industry, its derivatives are being explored for use in pharmaceuticals, agrochemicals, and specialty chemicals. For example, its ability to act as a chiral auxiliary in asymmetric synthesis has made it indispensable in modern organic synthesis.

The structural versatility of CAS 260389-82-0 allows for extensive functionalization, which is a key factor in its widespread applicability. By modifying the benzyl group or the hydroxyl substituents, chemists can tailor the molecule's properties to suit specific needs. This adaptability has led to its use in diverse fields such as materials science and catalysis.

In conclusion, 1-benzylpyrrolidine-3,4-diol (CAS 260389-82-0) is a multifaceted compound with significant potential across various scientific domains. Its unique structure, coupled with recent advancements in synthesis and application techniques, positions it as an important molecule for future research and development.

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