Cas no 127199-54-6 (tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate)

Technical Introduction: tert-Butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate is a chiral pyrrolidine derivative featuring a tert-butoxycarbonyl (Boc) protecting group. Its stereospecific (3S,4S) configuration ensures high enantiopurity, making it valuable in asymmetric synthesis and pharmaceutical intermediates. The Boc group enhances stability during reactions, allowing selective deprotection under mild acidic conditions. The 4-methyl substitution on the pyrrolidine ring influences steric and electronic properties, facilitating tailored modifications in drug discovery. This compound is particularly useful in peptidomimetics and bioactive molecule development due to its rigid scaffold and functional versatility. Proper handling under inert conditions is recommended to preserve its integrity.
tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate structure
127199-54-6 structure
Product Name:tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate
CAS No:127199-54-6
MF:C10H20N2O2
MW:200.278002738953
MDL:MFCD18432662
CID:2083787
Update Time:2025-05-19

tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate Chemical and Physical Properties

Names and Identifiers

    • (3S,4S)-3-(Boc-amino)-4-methylpyrrolidine
    • (3S,4S)-3-(tert-Butoxycarbonyl)amino-4-methylpyrrolidine
    • tert-Butyl ((3S,4S)-4-methylpyrrolidin-3-yl)carbamate
    • tert-Butyl (3S,4S)-4-methylpyrrolidin-3-ylcarbamate
    • (3S,4S)-(4-Methyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester
    • [(3S,4S)-4-Methyl-3-pyrrolidinyl]carbamic acid 1,1-dimethylethyl ester
    • tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate
    • MDL: MFCD18432662
    • Inchi: 1S/C10H20N2O2/c1-7-5-11-6-8(7)12-9(13)14-10(2,3)4/h7-8,11H,5-6H2,1-4H3,(H,12,13)/t7-,8+/m0/s1
    • InChI Key: BKITXDSDJGOXPN-JGVFFNPUSA-N
    • SMILES: O(C(N[C@@H]1CNC[C@@H]1C)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 200.15200
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4

Experimental Properties

  • Density: 1.02±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 295.1±29.0°C at 760 mmHg
  • Solubility: Slightly soluble (14 g/l) (25 o C),
  • PSA: 50.36000
  • LogP: 1.83870

tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate Security Information

tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate

tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate: A Comprehensive Overview

tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate, with the CAS number 127199-54-6, is a compound of significant interest in the field of organic chemistry and pharmacology. This compound belongs to the class of carbamates, which are widely used in various applications, including agrochemicals and pharmaceuticals. The tert-butyl group attached to the nitrogen atom in the carbamate functional group plays a crucial role in determining the compound's physical and chemical properties. Recent studies have highlighted its potential as a building block for more complex molecules, particularly in drug discovery.

The structure of tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate is characterized by a pyrrolidine ring with specific stereochemistry at the 3S and 4S positions. This stereochemistry is essential for its biological activity and selectivity. The presence of the methyl group on the pyrrolidine ring adds to its complexity and functionality. Researchers have been exploring the synthesis of this compound through various routes, including asymmetric catalysis and enzymatic methods, to achieve high enantiomeric excess (ee), which is critical for its application in chiral resolution.

One of the most notable advancements in recent years has been the development of efficient synthetic methodologies for tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate. For instance, a study published in *Journal of Organic Chemistry* demonstrated a novel approach using palladium-catalyzed cross-coupling reactions to construct the pyrrolidine ring with precise stereocontrol. This method not only enhances the yield but also reduces the number of steps required for synthesis, making it more cost-effective and environmentally friendly.

In terms of applications, tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate has shown promise as an intermediate in the synthesis of bioactive compounds. Its ability to act as a chiral auxiliary has been exploited in several total syntheses reported in recent literature. For example, a research team from the University of California utilized this compound as a key intermediate in the synthesis of a complex natural product with potential anticancer properties.

The pharmacological profile of this compound is another area that has garnered significant attention. Preclinical studies have indicated that it exhibits moderate inhibitory activity against certain enzymes involved in neurological disorders. While further research is needed to establish its therapeutic potential, these findings underscore its value as a lead compound for drug development.

From an analytical standpoint, modern techniques such as high-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy have been employed to characterize tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate with unprecedented accuracy. These advancements have not only improved our understanding of its molecular structure but also facilitated quality control during its production.

In conclusion, tert-butyl N-[(3S,4S)-4-methylpyrrolidin-3-yl]carbamate (CAS No: 127199-54-6) stands out as a versatile compound with diverse applications across multiple disciplines. Its unique structure and stereochemistry make it an invaluable tool in organic synthesis and drug discovery. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing scientific knowledge and therapeutic development.

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