Cas no 1408076-04-9 (tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate)

Tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate is a cyclobutane-derived carbamate compound featuring a tert-butoxycarbonyl (Boc) protecting group on the amine functionality. This intermediate is particularly valuable in organic synthesis, especially in peptide and medicinal chemistry, due to the Boc group’s stability under basic conditions and selective deprotection under acidic conditions. The cis-configuration of the 3-amino-1-methyl-cyclobutyl moiety enhances stereochemical control in subsequent reactions. Its rigid cyclobutane ring structure contributes to conformational constraints, making it useful for designing bioactive molecules. The product is typically employed in the synthesis of pharmaceuticals and agrochemicals, offering a balance of reactivity and stability for multi-step transformations.
tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate structure
1408076-04-9 structure
Product Name:tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate
CAS No:1408076-04-9
MF:C10H20N2O2
MW:200.278002738953
MDL:MFCD23106026
CID:3164476
PubChem ID:72208021
Update Time:2025-10-24

tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate Chemical and Physical Properties

Names and Identifiers

    • cis-(3-Amino-1-methyl-cyclobutyl)carbamic acid tert-butyl ester
    • tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate
    • trans-(3-Amino-1-methylcyclobutyl)-carbamic acid tert-butyl este
    • EN300-1709073
    • AT38015
    • PB37585
    • AKOS025290330
    • SCHEMBL25126862
    • SCHEMBL23562282
    • MFCD23106029
    • SB20742
    • CS-0047845
    • tert-Butyl N-(3-amino-1-methyl-cyclobutyl)carbamate
    • trans-N1-Boc-1-methylcyclobutane-1,3-diamine
    • cis-N-Boc-1-methylcyclobutane-1,3-diamine
    • trans-1-(Boc-amino)-1-methylcyclobutan-3-amine
    • 1408074-61-2
    • 1823095-18-6
    • 1408076-04-9
    • DTXSID901140214
    • SB20739
    • AS-34712
    • TERT-BUTYLN-(3-AMINO-1-METHYLCYCLOBUTYL)CARBAMATE
    • AS-51801
    • SY098069
    • cis-(3-Amino-1-methyl-cyclobutyl)-carbamic acid tert-butyl ester
    • trans-(3-Amino-1-methyl-cyclobutyl)carbamic acid tert-butyl este
    • tert-Butyl (cis-3-amino-1-methylcyclobutyl)carbamate
    • TERT-BUTYL N-[(1S,3R)-3-AMINO-1-METHYLCYCLOBUTYL]CARBAMATE
    • EN300-7378935
    • cis-(3-Amino-1-methyl-cyclobutyl)carbamic acid tert-butyl este
    • AKOS025290327
    • SY120745
    • TERT-BUTYL N-(3-AMINO-1-METHYLCYCLOBUTYL)CARBAMATE
    • cis-1-(Boc-amino)-1-methylcyclobutan-3-amine
    • trans-(3-Amino-1-methylcyclobutyl)carbamic acid tert-butyl este
    • tert-butyl (1r,3r)-3-amino-1-methylcyclobutylcarbamate
    • trans-(3-Amino-1-methyl-cyclobutyl)carbamic acid tert-butyl ester
    • DTXSID101144200
    • tert-butyl (1s,3s)-3-amino-1-methylcyclobutylcarbamate
    • TERT-BUTYL N-[(1R,3S)-3-AMINO-1-METHYLCYCLOBUTYL]CARBAMATE
    • P13566
    • EN300-7398399
    • tert-Butyl (trans-3-amino-1-methylcyclobutyl)carbamate
    • MFCD23106026
    • Carbamic acid, N-(trans-3-amino-1-methylcyclobutyl)-, 1,1-dimethylethyl ester
    • TERT-BUTYL (3-AMINO-1-METHYLCYCLOBUTYL)CARBAMATE
    • PB38454
    • Carbamic acid, N-(cis-3-amino-1-methylcyclobutyl)-, 1,1-dimethylethyl ester
    • IGC07461
    • YXC09518
    • IGC07604
    • MDL: MFCD23106026
    • Inchi: 1S/C10H20N2O2/c1-9(2,3)14-8(13)12-10(4)5-7(11)6-10/h7H,5-6,11H2,1-4H3,(H,12,13)
    • InChI Key: GBSIQLWXIWQGFC-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(NC1(C)CC(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: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • 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-1-methyl-cyclobutyl)carbamate

tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate: A Comprehensive Overview

The compound with CAS number 1408076-04-9, commonly referred to as tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate, is a fascinating molecule with a diverse range of applications in the fields of organic chemistry, pharmacology, and materials science. This compound is characterized by its unique structure, which combines a tert-butyl group with a cis-N-(3-amino-1-methyl-cyclobutyl) moiety, making it a valuable tool in modern chemical research.

Recent studies have highlighted the potential of tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate in drug design and development. Its ability to act as a versatile building block in organic synthesis has been extensively explored. Researchers have demonstrated that this compound can be effectively utilized in the construction of complex molecular architectures, particularly in the synthesis of bioactive compounds. For instance, its role as an intermediate in the synthesis of peptide mimetics has shown promise in targeting specific biological pathways.

The synthesis of tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate involves a multi-step process that requires precise control over reaction conditions. Recent advancements in catalytic methods have enabled the efficient production of this compound with high purity and yield. The use of chiral catalysts has been particularly beneficial in ensuring the formation of the desired stereochemistry, which is critical for its biological activity.

In terms of applications, tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate has found utility in various industries. In the pharmaceutical sector, it serves as an intermediate in the production of APIs (Active Pharmaceutical Ingredients). Its ability to modulate enzyme activity makes it a valuable asset in drug discovery programs targeting diseases such as cancer and neurodegenerative disorders.

Moreover, this compound has shown potential in materials science. Its unique physical properties, including high thermal stability and mechanical strength, make it an attractive candidate for use in advanced materials such as polymers and composites. Recent research has explored its application as a precursor for high-performance polymers used in aerospace and automotive industries.

The environmental impact of tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate has also been a topic of interest. Studies have shown that this compound exhibits low toxicity to aquatic organisms under controlled conditions. However, further research is needed to fully understand its long-term effects on ecosystems and to develop sustainable methods for its production and disposal.

In conclusion, tert-butyl cis-N-(3-amino-1-methyl-cyclobutyl)carbamate is a multifaceted compound with significant potential across various scientific disciplines. Its versatility as a building block in organic synthesis, combined with its promising applications in pharmacology and materials science, underscores its importance in contemporary chemical research. As ongoing studies continue to uncover new insights into its properties and uses, this compound is poised to play an increasingly prominent role in advancing technological and medical innovations.

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