Cas no 71999-74-1 (tert-Butyl (2-Chloroethyl)carbamate)

Tert-Butyl (2-Chloroethyl)carbamate is a versatile carbamate derivative widely used as an intermediate in organic synthesis and pharmaceutical research. Its key structural features—a reactive chloroethyl group and a tert-butoxycarbonyl (Boc) protecting group—make it valuable for introducing protected amine functionalities in multi-step syntheses. The Boc group offers stability under basic and nucleophilic conditions while being readily cleaved under acidic conditions, enabling controlled deprotection. The chloroethyl moiety facilitates further functionalization through nucleophilic substitution or cross-coupling reactions. This compound is particularly useful in peptide chemistry and the preparation of bioactive molecules, where selective amine protection is required. Its well-defined reactivity and compatibility with diverse reaction conditions enhance its utility in complex synthetic routes.
tert-Butyl (2-Chloroethyl)carbamate structure
71999-74-1 structure
Product Name:tert-Butyl (2-Chloroethyl)carbamate
CAS No:71999-74-1
MF:C7H14ClNO2
MW:179.644561290741
MDL:MFCD04004074
CID:548736
PubChem ID:3795708
Update Time:2025-06-13

tert-Butyl (2-Chloroethyl)carbamate Chemical and Physical Properties

Names and Identifiers

    • N-Boc-2-chloroethylamine
    • tert-Butyl (2-Chloroethyl)carbamate
    • C7H14ClNO2
    • Carbamic acid,N-(2-chloroethyl)-, 1,1-dimethylethyl ester
    • tert-butyl 2-chloroethylcarbamate
    • tert-butyl N-(2-chloroethyl)carbamate
    • N-t-butoxycarbonyl-2-chloro-ethylamine
    • tertbutylchloroethylcarbamate
    • (2-Chloroethyl)carbamic acid 1,1-dimethylethyl ester
    • 2-[(tert-Butoxycarbonyl)amino]-1-chloroethane
    • N-t-Butoxycarbonyl-2-chloroethylamine
    • MDL: MFCD04004074
    • Inchi: 1S/C7H14ClNO2/c1-7(2,3)11-6(10)9-5-4-8/h4-5H2,1-3H3,(H,9,10)
    • InChI Key: VACLTXTYDFLHJW-UHFFFAOYSA-N
    • SMILES: ClCCNC(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 179.07100
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 5

Experimental Properties

  • Density: 1.070±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: Oil°
  • Boiling Point: 75 oC (8 Torr)
  • Flash Point: 103.1±22.6 oC,
  • Solubility: Slightly soluble (4.3 g/l) (25 o C),
  • PSA: 38.33000
  • LogP: 2.14080

tert-Butyl (2-Chloroethyl)carbamate Security Information

  • Hazard Statement: H302-H315-H319-H335
  • HazardClass:IRRITANT
  • Storage Condition:Sealed in dry,Store in freezer, under -20°C

tert-Butyl (2-Chloroethyl)carbamate Customs Data

  • HS CODE:2924199090
  • Customs Data:

    China Customs Code:

    2924199090

    Overview:

    2924199090. Other acyclic amides(Including acyclic carbamates)(Including its derivatives and salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

tert-Butyl (2-Chloroethyl)carbamate Pricemore >>

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tert-Butyl (2-Chloroethyl)carbamate Production Method

Additional information on tert-Butyl (2-Chloroethyl)carbamate

Research Brief on tert-Butyl (2-Chloroethyl)carbamate (CAS: 71999-74-1) in Chemical Biology and Pharmaceutical Applications

tert-Butyl (2-Chloroethyl)carbamate (CAS: 71999-74-1) is a specialized chemical compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This carbamate derivative is widely utilized as a key intermediate in the synthesis of various bioactive molecules, including anticancer agents, protease inhibitors, and other therapeutic compounds. Recent studies have highlighted its role in the development of novel drug candidates, particularly in the context of targeted therapies and prodrug design.

One of the most notable applications of tert-Butyl (2-Chloroethyl)carbamate is its use in the synthesis of nitrogen mustard derivatives, which are known for their alkylating properties and potential in cancer treatment. A 2023 study published in the *Journal of Medicinal Chemistry* demonstrated the compound's efficacy in forming stable adducts with DNA, leading to the inhibition of tumor cell proliferation. The study also emphasized the compound's relatively low toxicity profile compared to traditional alkylating agents, making it a promising candidate for further preclinical evaluation.

In addition to its anticancer potential, tert-Butyl (2-Chloroethyl)carbamate has been explored in the context of enzyme inhibition. Research published in *Bioorganic & Medicinal Chemistry Letters* (2022) revealed its utility as a scaffold for designing irreversible inhibitors of serine hydrolases, a class of enzymes implicated in various diseases, including neurodegenerative disorders and infectious diseases. The study reported that modifications to the carbamate moiety could fine-tune the selectivity and potency of these inhibitors, offering a versatile platform for drug discovery.

Another emerging area of research involves the use of tert-Butyl (2-Chloroethyl)carbamate in prodrug strategies. A recent investigation in *Molecular Pharmaceutics* (2023) showcased its application in masking the reactive chloroethyl group, thereby improving the stability and bioavailability of parent drugs. This approach has been particularly valuable in the development of orally administered chemotherapeutic agents, where controlled release and reduced side effects are critical considerations.

Despite its promising applications, challenges remain in the large-scale synthesis and purification of tert-Butyl (2-Chloroethyl)carbamate. A 2023 review in *Organic Process Research & Development* highlighted the need for optimized synthetic protocols to enhance yield and minimize byproducts. Advances in green chemistry, such as the use of catalytic methods and solvent-free conditions, are being explored to address these limitations.

In conclusion, tert-Butyl (2-Chloroethyl)carbamate (CAS: 71999-74-1) continues to be a valuable tool in chemical biology and pharmaceutical research. Its versatility as an intermediate, coupled with its potential in drug design and enzyme inhibition, underscores its importance in the development of next-generation therapeutics. Future research should focus on overcoming synthetic challenges and expanding its applications in targeted drug delivery systems.

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