Cas no 1161931-71-0 (tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate)

Technical Introduction: tert-Butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate is a chiral pyrrolidine derivative widely used as a key intermediate in pharmaceutical synthesis. Its rigid (2R,4R) stereochemistry ensures high enantioselectivity in asymmetric reactions, while the tert-butyloxycarbonyl (Boc) protecting group enhances stability during synthetic processes. The presence of both amino and hydroxymethyl functional groups allows for versatile derivatization, making it valuable in constructing complex bioactive molecules, such as protease inhibitors and peptidomimetics. Its well-defined stereocenters and compatibility with standard coupling reagents contribute to efficient and reproducible synthetic routes. This compound is particularly favored in medicinal chemistry for its balance of reactivity and handling stability under typical reaction conditions.
tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate structure
1161931-71-0 structure
Product Name:tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate
CAS No:1161931-71-0
MF:C10H21ClN2O3
MW:252.738342046738
MDL:MFCD11101163
CID:836561
PubChem ID:45072437
Update Time:2025-10-30

tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • (2R,4R)-1-Boc-2-Hydroxymethyl-4-aminopyrrolidine hydrochloride
    • (2R,4R)-1-BOC-2-hydroxymethyl-4-amino Pyrrolidine
    • (2R,4R)-1-BOC-2-hydroxyMethyl-4-aMino Pyrrolidine-HCl
    • (2R,4R)-tert-butyl 4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate
    • tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate,hydrochloride
    • (2R,4R)-tert-Butyl 4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate hydrochloride
    • (2R,4R)-1-BOC-2-hydroxymethyl-4-amino Pyrrolidine hydrochloride
    • cis-tert-Butyl 4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate hydrochloride
    • BC688095
    • AX8209443
    • AB0000660
    • ST24026169
    • X9159
    • FT-
    • (2R,4R)
    • tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate
    • 1161931-71-0
    • DTXSID70662553
    • (2R,4R)-4-Amino-1-Boc-2-(hydroxymethyl)pyrrolidine HCl
    • 1279038-50-4
    • AKOS015847224
    • SCHEMBL25209509
    • tert-Butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate--hydrogen chloride (1/1)
    • tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate hydrochloride
    • 1-Pyrrolidinecarboxylic acid, 4-amino-2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (2R,4R)-
    • (2R,4R)-tert-Butyl4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylatehydrochloride
    • (2R,4R)-1-Boc-2-Hydroxymethyl-4-aminopyrrolidinehydrochloride
    • tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)-1-pyrrolidinecarboxylate hydrochloride
    • A11923
    • MFCD11101163
    • CS-0154800
    • DS-14027
    • tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate;hydrochloride
    • MDL: MFCD11101163
    • Inchi: 1S/C10H20N2O3.ClH/c1-10(2,3)15-9(14)12-5-7(11)4-8(12)6-13;/h7-8,13H,4-6,11H2,1-3H3;1H/t7-,8-;/m1./s1
    • InChI Key: CBLODQXSQDSMHU-SCLLHFNJSA-N
    • SMILES: Cl.O(C(C)(C)C)C(N1C[C@@H](C[C@@H]1CO)N)=O

Computed Properties

  • Exact Mass: 252.12400
  • Monoisotopic Mass: 252.1240702g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 237
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 75.8

Experimental Properties

  • PSA: 75.79000
  • LogP: 1.75560

tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate Security Information

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tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate Related Literature

Additional information on tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate

tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate: A Comprehensive Overview

The compound with CAS No. 1161931-71-0, known as tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate, is a significant molecule in the field of organic chemistry and pharmaceutical research. This compound has garnered attention due to its unique structural properties and potential applications in drug development. The tert-butyl group attached to the pyrrolidine ring contributes to its stability and solubility, while the amino and hydroxymethyl functionalities provide sites for further chemical modifications.

Recent studies have highlighted the importance of chiral centers in organic compounds, particularly in pharmaceuticals. The (2R,4R) configuration of this compound plays a crucial role in determining its biological activity. Researchers have explored its potential as a building block for constructing bioactive molecules, leveraging its stereochemistry to design drugs with enhanced efficacy and reduced side effects.

The synthesis of tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate involves a multi-step process that combines stereochemical control with efficient coupling reactions. Advanced techniques such as asymmetric catalysis and enantioselective synthesis have been employed to ensure the correct configuration of the chiral centers. These methods not only improve the yield but also enhance the purity of the final product, making it suitable for large-scale production.

In terms of applications, this compound has shown promise in various fields. In the pharmaceutical industry, it serves as an intermediate in the synthesis of complex molecules targeting specific therapeutic areas such as oncology and neurodegenerative diseases. Its ability to act as a versatile scaffold allows chemists to introduce diverse functional groups, enabling the creation of novel drug candidates with tailored properties.

Recent research has also focused on the pharmacokinetic profile of this compound. Studies have demonstrated that its tert-butyl group enhances its bioavailability by improving absorption and reducing clearance rates. Additionally, the presence of the amino group facilitates interactions with biological systems, making it a valuable tool in drug delivery systems.

The environmental impact of this compound has been another area of interest. Researchers have investigated its biodegradability and toxicity under various conditions. Preliminary results indicate that it exhibits low toxicity to aquatic organisms, which is a positive attribute for its use in environmentally friendly chemical processes.

In conclusion, tert-butyl (2R,4R)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate (CAS No. 1161931-71-0) is a versatile and valuable compound with significant potential in organic synthesis and pharmaceutical research. Its unique structure, stereochemistry, and functional groups make it an ideal candidate for developing innovative drugs and materials. As research continues to uncover its full potential, this compound is poised to play a key role in advancing modern chemistry and medicine.

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