Cas no 89536-84-5 (N-(tert-Butoxycarbonyl)-N-methyl-D-leucine)

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine is a protected amino acid derivative widely used in peptide synthesis and pharmaceutical research. The tert-butoxycarbonyl (Boc) group serves as a robust protecting group for the amine functionality, ensuring selective reactivity during coupling reactions. The N-methyl modification enhances metabolic stability and modulates peptide conformation, making it valuable in drug design. The D-configuration of leucine offers stereochemical diversity, useful for studying structure-activity relationships. This compound is particularly advantageous in solid-phase peptide synthesis (SPPS) due to its compatibility with standard deprotection conditions. Its high purity and stability under typical reaction conditions make it a reliable building block for complex peptide and peptidomimetic synthesis.
N-(tert-Butoxycarbonyl)-N-methyl-D-leucine structure
89536-84-5 structure
Product Name:N-(tert-Butoxycarbonyl)-N-methyl-D-leucine
CAS No:89536-84-5
MF:C12H23NO4
MW:245.315324068069
MDL:MFCD00076953
CID:61285
PubChem ID:329747488
Update Time:2025-06-07

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Chemical and Physical Properties

Names and Identifiers

    • Boc-N-methyl-D-leucine
    • Boc-N-Me-D-Leu-OH
    • N-(tert-Butyloxycarbonyl)-N-methyl-D-leucine
    • Boc-D-MeLeu-OH
    • Boc-Nalpha-methyl-D-leucine
    • BOC-NΑ-METHYL-D-LEUCINE
    • BOC-D-ALA(TBU)-OH
    • BOC-D-LEU(ME)-OH
    • BOC-D-NEOPENTYLGLYCINE
    • BOC-D-NEOPENTYLGLY-OH
    • BOC-T-BUTYL-D-ALANINE
    • D-N-Boc-N-methylleucine
    • N-Boc-N-methyl-D-leucine
    • N-methyl-Boc-D-leucine
    • N-tert-butoxycarbonyl-N-methyl-D-leucine
    • N-[(1,1-Dimethylethoxy)carbonyl]-N-methyl-D-leucine (ACI)
    • (2R)-2-[[(tert-Butoxy)carbonyl](methyl)amino]-4-methylpentanoic acid
    • (2R)-4-Methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoic acid
    • N-(tert-Butoxycarbonyl)-N-methyl-D-leucine
    • CS-W010251
    • 89536-84-5
    • YXJFAOXATCRIKU-SECBINFHSA-N
    • (2R)-2-{[(tert-butoxy)carbonyl](methyl)amino}-4-methylpentanoic acid
    • N-alpha-(t-Butyloxycarbonyl)-N-alpha-methyl-D-leucine
    • SCHEMBL69223
    • MFCD00076953
    • AKOS015836739
    • PD196691
    • (R)-2-(tert-butoxycarbonyl(methyl)amino)-4-methylpentanoic acid
    • FD21926
    • AS-19330
    • (2R)-2-[(tert-butoxycarbonyl)(methyl)amino]-4-methylpentanoic acid
    • DA-51321
    • HY-W009535
    • (R)-2-((tert-Butoxycarbonyl)(methyl)amino)-4-methylpentanoic acid
    • Boc-N-Me-D-Leu-OH, >=98.0%
    • MDL： MFCD00076953
    • Inchi： 1S/C12H23NO4/c1-8(2)7-9(10(14)15)13(6)11(16)17-12(3,4)5/h8-9H,7H2,1-6H3,(H,14,15)/t9-/m1/s1
    • InChI Key： YXJFAOXATCRIKU-SECBINFHSA-N
    • SMILES： [C@H](C(=O)O)(CC(C)C)N(C)C(=O)OC(C)(C)C
    • BRN： 4184551

Computed Properties

  • Exact Mass: 245.16300
  • Monoisotopic Mass: 245.163
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 7
  • Complexity: 281
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 66.8A^2
  • XLogP3: 2.4

Experimental Properties

  • Density: 1.053
  • Melting Point: 62-66°C
  • Boiling Point: 338.2°C at 760 mmHg
  • Flash Point: 158.3°C
  • Refractive Index: 1.466
  • PSA: 66.84000
  • LogP: 2.35260
  • Specific Rotation: 36±2°, c = 1% in DCM

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Security Information

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Customs Data

  • HS CODE：2922509090
  • Customs Data：

    China Customs Code:

    2922509090

    Overview:

    2922509090. Other amino alcohol phenols\Amino acid phenols and other oxygenated amino compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food

    Summary:

    2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Pricemore >>

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N-(tert-Butoxycarbonyl)-N-methyl-D-leucine
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Apollo Scientific
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N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran
1.2 Reagents: Hydrochloric acid
Reference
Paper synthesis, cytotoxicity and apoptosis induction in human tumor cells by galaxamide and its analogues
Xiao, Xi; Liao, Xiaojian; Qiu, Shaoling; Liu, Zihao; Du, Bin; et al, Marine Drugs, 2014, 12(8), 4521-4538

Production Method 2

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  0 °C; 30 min, 0 °C
1.2 Reagents: Sodium hydride Solvents: Water ;  0 °C; 0 °C → rt; overnight, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 2 - 3, cooled
Reference
Synthesis of two galaxamide analogues and tentative investigation into their antitumor activity
Qiu, Shao-ling; Xiao, Qian; Xu, Shi-hai, Jingxi Huagong, 2015, 32(2), 163-170

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran
1.2 -
Reference
Efficient total synthesis of didemnins A and B
Hamada, Yasumasa; Kondo, Yutaka; Shibata, Makoto; Shioiri, Takayuki, Journal of the American Chemical Society, 1989, 111(2), 669-73

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Raw materials

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Preparation Products

N-(tert-Butoxycarbonyl)-N-methyl-D-leucine Related Literature

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