Cas no 220243-81-2 (tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate)

Technical Introduction: tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate is a protected amino acid derivative featuring both Boc (tert-butoxycarbonyl) and tert-butyl ester functionalities, which enhance its stability and utility in peptide synthesis. The compound’s hydroxyl group at the C6 position offers additional reactivity for further functionalization, while the Boc protection ensures selective deprotection under mild acidic conditions. This dual-protected structure makes it a versatile intermediate in organic and medicinal chemistry, particularly for constructing complex peptides or modified amino acid scaffolds. Its compatibility with standard coupling reagents and resistance to racemization during synthesis further underscore its value in controlled, high-yield reactions.
tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate structure
220243-81-2 structure
Product Name:tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate
CAS No:220243-81-2
MF:C15H29NO5
MW:303.394465208054
CID:67022
PubChem ID:46737717
Update Time:2025-10-21

tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate
    • Norleucine, N-[(1,1-dimethylethoxy)carbonyl]-6-hydroxy-, 1,1-dimethylethyl ester
    • TERT-BUTYL 2-(TERT-BUTOXYCARBONYLAMINO)-6-HYDROXYHEXANOATE
    • tert-Butyl 2-(tert-butoxycarbonylamino)-6-hydroxy-hexanoate
    • (+/-)-tert-butyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxyhexanoate
    • 1-[4-[[(2r,4s)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-propan-2-yl-piperazine
    • Fungistat
    • Piperazine,1-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-(1-methylethyl)-,cis
    • Terconagole
    • Terconazole (200 mg)
    • TERCONAZOLE EPT(CRM STANDARD)
    • TERCONAZOLE USP(CRM STANDARD)
    • Triaconazole
    • AMY2504
    • tert-butyl 2-{[(tert-butoxy)carbonyl]amino}-6-hydroxyhexanoate
    • tert-butyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-oxidanyl-hexanoate
    • AKOS015841525
    • tert-butyl 6-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
    • tert-Butyl2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate
    • A816122
    • 6-hydroxy-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]hexanoic acid tert-butyl ester
    • A815849
    • FT-0716387
    • F76057
    • BS-49614
    • 220243-81-2
    • TERT-BUTYL 2-[(TERT-BUTOXYCARBONYL)AMINO]-6-HYDROXYHEXANOATE
    • C15H29NO5
    • DB-009251
    • Norleucine,N-[(1,1-dimethylethoxy)carbonyl]-6-hydroxy-, 1,1-dimethylethyl ester
    • TERT-BUTYL2-(TERT-BUTOXYCARBONYLAMINO)-6-HYDROXYHEXANOATE
    • Inchi: 1S/C15H29NO5/c1-14(2,3)20-12(18)11(9-7-8-10-17)16-13(19)21-15(4,5)6/h11,17H,7-10H2,1-6H3,(H,16,19)
    • InChI Key: QGRZGCDRSJDGOA-UHFFFAOYSA-N
    • SMILES: O(C(C(CCCCO)NC(=O)OC(C)(C)C)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 303.20500
  • Monoisotopic Mass: 303.20457303g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 11
  • Complexity: 341
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 84.9?2

Experimental Properties

  • PSA: 84.86000
  • LogP: 2.77490

tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate 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%

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tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate Related Literature

Additional information on tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate

Recent Advances in the Synthesis and Applications of tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate (CAS: 220243-81-2)

In recent years, the compound tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate (CAS: 220243-81-2) has garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its tert-butyl and Boc-protected amino acid ester functionalities, serves as a versatile intermediate in the synthesis of bioactive peptides and small molecule therapeutics. The unique structural features of this compound, including its hydroxyl and ester groups, make it a valuable building block for drug discovery and development.

Recent studies have focused on optimizing the synthetic routes for tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate to improve yield and purity. A 2023 publication in the *Journal of Organic Chemistry* demonstrated a novel catalytic method using palladium-based catalysts, which achieved a 90% yield under mild conditions. This advancement addresses previous challenges related to side reactions and purification difficulties, making the compound more accessible for large-scale applications.

The applications of this compound extend to the development of protease inhibitors and antimicrobial agents. Researchers at the University of Cambridge have incorporated tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate into the backbone of novel HIV-1 protease inhibitors, showing promising in vitro activity. The hydroxyl group's presence allows for further functionalization, enabling the creation of derivatives with enhanced pharmacokinetic properties.

In addition to its role in drug synthesis, this compound has been explored in bioconjugation strategies. A 2024 study published in *Bioconjugate Chemistry* highlighted its use in linking therapeutic peptides to polyethylene glycol (PEG) chains, improving their stability and half-life in vivo. This approach has potential implications for the development of next-generation biologics and targeted therapies.

Despite these advancements, challenges remain in the scalability and cost-effectiveness of producing tert-Butyl 2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate. Future research directions may focus on green chemistry approaches, such as enzymatic synthesis or flow chemistry, to address these limitations. Overall, the continued exploration of this compound underscores its importance in advancing chemical biology and pharmaceutical sciences.

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