Cas no 1408076-24-3 (tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate)

Technical Introduction: tert-Butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate is a specialized carbamate-protected amine derivative featuring a rigid cyclobutyl backbone with a tertiary butyloxycarbonyl (Boc) protecting group. The cis-configuration of the amino and methyl substituents on the cyclobutane ring imparts distinct steric and electronic properties, making it valuable in medicinal chemistry and peptide synthesis. The Boc group ensures selective deprotection under mild acidic conditions, facilitating controlled functionalization. Its structural rigidity enhances conformational stability, aiding in the design of constrained analogs or bioactive scaffolds. This compound is particularly useful in intermediate synthesis for pharmaceuticals, offering precise control over stereochemistry and reactivity.
tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate structure
1408076-24-3 structure
Product Name:tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate
CAS No:1408076-24-3
MF:C10H20N2O2
MW:200.278002738953
MDL:MFCD23106027
CID:3162859
PubChem ID:71280569
Update Time:2025-10-18

tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl (cis-3-amino-3-methylcyclobutyl)carbamate
    • tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate
    • trans-N1-Boc-3-methylcyclobutane-1,3-diamine
    • SY100001
    • tert-Butyl N-(3-amino-3-methyl-cyclobutyl)carbamate
    • tert-butyl(cis-3-amino-3-methylcyclobutyl)carbamate
    • TERT-BUTYL N-[(1S,3R)-3-AMINO-3-METHYLCYCLOBUTYL]CARBAMATE
    • SCHEMBL25127009
    • SCHEMBL23562293
    • methylcyclobutyl]carbamate
    • TERT-BUTYL N-[(1R,3S)-3-AMINO-3-METHYLCYCLOBUTYL]CARBAMATE
    • AS-73457
    • SB20741
    • tert-butyl N-[(1r,3s)-3-amino-3-
    • CS-0048504
    • AKOS025290328
    • DTXSID801143910
    • cis-N1-Boc-3-methylcyclobutane-1,3-diamine
    • CS-0048503
    • SY097986
    • MFCD23106028
    • PB35321
    • EN300-7398398
    • PB35198
    • 1408075-91-1
    • AKOS025290329
    • Carbamic acid, N-(cis-3-amino-3-methylcyclobutyl)-, 1,1-dimethylethyl ester
    • tert-butyl (trans-3-amino-3-methylcyclobutyl)carbamate
    • AS-34711
    • tert-Butyl (cis-3-amino-3-methylcyclobutyl)-carbamate
    • SCHEMBL14755253
    • cis-1-(Boc-amino)-3-methylcyclobutan-3-amine
    • tert-butyl N-(3-amino-3-methylcyclobutyl)carbamate
    • EN300-7378941
    • SB20740
    • tert-butyl N-[(1s,3r)-3-amino-3-
    • 1408076-24-3
    • Carbamic acid, N-(trans-3-amino-3-methylcyclobutyl)-, 1,1-dimethylethyl ester
    • trans-1-(Boc-amino)-3-methylcyclobutan-3-amine
    • MFCD23106027
    • IGC07624
    • MDL: MFCD23106027
    • Inchi: 1S/C10H20N2O2/c1-9(2,3)14-8(13)12-7-5-10(4,11)6-7/h7H,5-6,11H2,1-4H3,(H,12,13)
    • InChI Key: IDZXBLNHGNNOSO-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(NC1CC(C)(C1)N)=O

Computed Properties

  • Exact Mass: 200.152477885g/mol
  • Monoisotopic Mass: 200.152477885g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 227
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.8
  • Topological Polar Surface Area: 64.4?2

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Additional information on tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate

Professional Introduction to Compound with CAS No. 1408076-24-3 and Product Name: Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate

The compound with the CAS number 1408076-24-3 and the product name Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate represents a significant advancement in the field of pharmaceutical chemistry. This compound, characterized by its unique structural and functional properties, has garnered considerable attention in recent years due to its potential applications in drug development and medicinal chemistry. The molecular structure of this compound, featuring a tert-butyl group and a cis-N-(3-amino-3-methyl-cyclobutyl)carbamate moiety, contributes to its distinctive chemical behavior and reactivity, making it a valuable candidate for further exploration.

In the realm of pharmaceutical research, the significance of Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate lies in its ability to serve as a versatile intermediate in the synthesis of more complex molecules. The presence of the tert-butyl group provides steric hindrance, which can be strategically employed to modulate the pharmacokinetic properties of derived compounds. Meanwhile, the cis-N-(3-amino-3-methyl-cyclobutyl)carbamate moiety introduces a rigid cyclic structure that can enhance binding affinity to biological targets. These features make this compound particularly interesting for designing novel therapeutic agents.

Recent studies have highlighted the potential of this compound in the development of central nervous system (CNS) therapeutics. The structural framework of Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate exhibits similarities to known bioactive molecules that interact with neurotransmitter receptors. This has prompted researchers to investigate its interactions with enzymes and receptors involved in neurodegenerative diseases, such as Alzheimer's and Parkinson's. Preliminary findings suggest that derivatives of this compound may exhibit promising pharmacological effects, including neuroprotective and anti-inflammatory properties.

The synthesis of Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate involves sophisticated organic reactions that showcase the ingenuity of modern synthetic chemistry. The process typically begins with the formation of a cyclobutane ring, followed by functionalization with an amino group and subsequent carbamate formation. The introduction of the tert-butyl group at an appropriate position ensures optimal steric orientation, which is crucial for biological activity. Advanced techniques such as catalytic hydrogenation and protecting group strategies are employed to achieve high yields and purity, underscoring the compound's synthetic elegance.

From a medicinal chemistry perspective, the versatility of Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate lies in its ability to be modified at multiple sites. Researchers can alter the substituents on the cyclobutane ring or introduce additional functional groups to fine-tune its pharmacological profile. This flexibility has led to several derivative compounds being explored for their potential therapeutic benefits. For instance, modifications aimed at enhancing lipophilicity or metabolic stability have shown encouraging results in preclinical studies, paving the way for further development.

The role of computational chemistry in understanding the behavior of Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate cannot be overstated. Molecular modeling techniques have been instrumental in predicting how this compound interacts with biological targets at the atomic level. By simulating these interactions, researchers can gain insights into binding affinities, metabolic pathways, and potential side effects before conducting expensive wet-lab experiments. This approach not only accelerates drug discovery but also reduces costs associated with trial-and-error methodologies.

Future directions in the study of Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate include exploring its role in antimicrobial therapy. The unique structural features of this compound may confer activity against resistant bacterial strains by interfering with essential enzymatic processes. Additionally, investigating its interactions with other biological systems, such as immune modulators or anti-inflammatory agents, could open new avenues for therapeutic applications. Collaborative efforts between academic institutions and pharmaceutical companies are essential to translate these findings into tangible medical breakthroughs.

The environmental impact of synthesizing and utilizing Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate is another critical consideration. Modern synthetic protocols emphasize green chemistry principles to minimize waste and reduce hazardous byproducts. Techniques such as solvent recovery systems and catalytic processes that promote high selectivity are being adopted to ensure sustainable production practices. These efforts align with global initiatives aimed at promoting responsible chemical manufacturing while maintaining high standards of efficacy and safety.

In conclusion, Tert-butyl cis-N-(3-amino-3-methyl-cyclobutyl)carbamate (CAS No. 1408076-24-3) represents a compelling example of how structural innovation can drive advancements in pharmaceutical science. Its unique combination of steric hindrance from the tert-butyl group and rigid cyclic architecture from the cis-N-(3-amino-3-methyl-cyclobutul)carbamate moiety positions it as a versatile scaffold for drug development. With ongoing research uncovering new therapeutic potentials and sustainable synthetic methods gaining traction, this compound is poised to play a significant role in shaping future medical treatments.

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