Cas no 31202-69-4 (Nε-Boc-D-lysine)

Nε-Boc-D-lysine is a protected derivative of D-lysine, featuring a tert-butoxycarbonyl (Boc) group on the ε-amino side chain. This modification enhances stability and selectivity in peptide synthesis, particularly for orthogonal protection strategies. The Boc group is acid-labile, allowing for selective deprotection under mild acidic conditions while preserving other functional groups. Its D-configuration makes it valuable for constructing chiral peptides or studying stereospecific interactions. The compound is widely used in medicinal chemistry and biochemical research, offering improved solubility and handling compared to unprotected lysine derivatives. Its high purity and well-defined protection profile ensure reliable performance in complex synthetic applications.
Nε-Boc-D-lysine structure
Nε-Boc-D-lysine structure
Product Name:Nε-Boc-D-lysine
CAS No:31202-69-4
MF:C11H22N2O4
MW:246.303383350372
MDL:MFCD00076958
CID:53718
PubChem ID:7018774
Update Time:2025-08-02

Nε-Boc-D-lysine Chemical and Physical Properties

Names and Identifiers

    • (R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
    • H-D-Lys(Boc)-OH
    • N-epsilon-Boc-D-lysine
    • Nε-Boc-D-lysine
    • AmbotzHAA6310
    • N6-Boc-D-lysine
    • (2R)-2-azaniumyl-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
    • SCHEMBL3603914
    • AKOS016843200
    • 31202-69-4
    • MFCD00076958
    • EN300-1589420
    • AM81961
    • N-epsilon-t-Butyloxycarbonyl-D-lysine (H-D-Lys(Boc)-OH)
    • DS-15115
    • (R)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid
    • (2R)-2-amino-6-{[(tert-butoxy)carbonyl]amino}hexanoic acid
    • (R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoicacid
    • D-Lysine, N6-[(1,1-dimethylethoxy)carbonyl]-
    • DTXSID30427024
    • CS-0186125
    • Q-101585
    • n6-(tert-butoxycarbonyl)-d-lysine
    • (2R)-2-amino-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
    • N6-[(1,1-Dimethylethoxy)carbonyl]-D-lysine
    • Lysine, N6-carboxy-, N6-tert-butyl ester, D-
    • D4BN3TR4JP
    • MDL: MFCD00076958
    • Inchi: 1S/C11H22N2O4/c1-11(2,3)17-10(16)13-7-5-4-6-8(12)9(14)15/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)/t8-/m1/s1
    • InChI Key: VVQIIIAZJXTLRE-MRVPVSSYSA-N
    • SMILES: O(C(NCCCC[C@H](C(=O)O)N)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 246.15800
  • Monoisotopic Mass: 246.15795719g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 9
  • Complexity: 261
  • 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
  • XLogP3: -1.6
  • Topological Polar Surface Area: 102?2

Experimental Properties

  • Density: 1.113
  • Boiling Point: 412.9°C at 760 mmHg
  • Flash Point: 203.5°C
  • Refractive Index: 1.485
  • PSA: 101.65000
  • LogP: 2.18450

Nε-Boc-D-lysine Security Information

  • Storage Condition:Store in cold storage.

Nε-Boc-D-lysine 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%

Nε-Boc-D-lysine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM220521-5g
(R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
31202-69-4 95%
5g
$184 2021-06-09
Chemenu
CM220521-10g
(R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
31202-69-4 95%
10g
$257 2021-06-09
Chemenu
CM220521-25g
(R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
31202-69-4 95%
25g
$514 2021-06-09
TRC
B656910-250mg
Nε-Boc-D-lysine
31202-69-4
250mg
$ 155.00 2023-04-18
TRC
B656910-1g
Nε-Boc-D-lysine
31202-69-4
1g
$ 260.00 2022-06-07
TRC
B656910-5g
Nε-Boc-D-lysine
31202-69-4
5g
$ 995.00 2022-06-07
Fluorochem
225533-250mg
R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
31202-69-4 95%
250mg
£17.00 2022-02-28
Fluorochem
225533-1g
R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
31202-69-4 95%
1g
£43.00 2022-02-28
Fluorochem
225533-5g
R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
31202-69-4 95%
5g
£152.00 2022-02-28
Fluorochem
225533-10g
R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
31202-69-4 95%
10g
£235.00 2022-02-28

Nε-Boc-D-lysine Production Method

Nε-Boc-D-lysine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:31202-69-4)Nε-Boc-D-lysine
Order Number:A1152841
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 23:19
Price ($):261.0

Nε-Boc-D-lysine Related Literature

Additional information on Nε-Boc-D-lysine

Nε-Boc-D-Lysine: A Comprehensive Overview

Nε-Boc-D-Lysine, also known by its CAS registry number 31202-69-4, is a significant compound in the field of organic chemistry and biochemistry. This compound is a derivative of D-lysine, a naturally occurring amino acid, with a tert-butoxycarbonyl (Boc) group attached to the ε-amino group of lysine. The Boc group is commonly used as a protecting group in peptide synthesis, making Nε-Boc-D-Lysine an essential reagent in various biochemical and pharmaceutical applications.

The structure of Nε-Boc-D-Lysine consists of a central carbon atom bonded to an amino group, a carboxyl group, a hydrogen atom, and the D-lysine side chain modified with the Boc group. The Boc group is introduced to protect the ε-amino functionality during peptide synthesis, ensuring that the lysine residue does not participate in unintended reactions during the synthesis process. This protection strategy is critical for achieving high yields and purity in peptide production.

Recent studies have highlighted the importance of Nε-Boc-D-Lysine in the development of novel therapeutic agents. For instance, researchers have explored its role in the synthesis of cyclic peptides, which are known for their potent bioactivity and selectivity. By incorporating Nε-Boc-D-Lysine into peptide sequences, scientists can design molecules with enhanced stability and affinity for specific targets, paving the way for innovative treatments in oncology and infectious diseases.

In addition to its role in peptide synthesis, Nε-Boc-D-Lysine has been utilized in the field of materials science. Researchers have investigated its potential as a building block for self-assembling peptides, which can form nanofibers and hydrogels with unique mechanical properties. These materials hold promise for applications in tissue engineering and drug delivery systems, where biocompatibility and controlled release mechanisms are crucial.

The synthesis of Nε-Boc-D-Lysine typically involves a multi-step process starting from D-lysine hydrochloride. The first step involves activation of the carboxyl group using an appropriate coupling agent, followed by selective protection of the ε-amino group with tert-butoxycarbonyl chloride (BocCl). This two-step process ensures that only the ε-amino group is modified while preserving the other functional groups for subsequent reactions.

From an analytical standpoint, Nε-Boc-D-Lysine can be characterized using various spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS). NMR spectroscopy provides detailed information about the molecular structure, including the stereochemistry of the chiral centers. MS analysis confirms the molecular weight and purity of the compound, ensuring that it meets rigorous quality control standards.

One area where Nε-Boc-D-Lysine has shown significant potential is in enantioselective catalysis. By incorporating this compound into chiral catalysts, chemists can achieve high enantioselectivity in asymmetric reactions, which are essential for producing optically active compounds used in pharmaceuticals and agrochemicals.

Furthermore, recent advancements in green chemistry have led to more sustainable methods for synthesizing Nε-Boc-D-Lysine. Researchers have explored the use of biodegradable solvents and enzymatic catalysts to reduce environmental impact while maintaining high yields and product quality.

In conclusion, Nε-Boc-D-Lysine (CAS No 31202-69-4) is a versatile compound with wide-ranging applications in peptide synthesis, materials science, catalysis, and drug development. Its unique properties make it an invaluable tool for researchers seeking to design novel molecules with tailored functionalities. As ongoing research continues to uncover new applications for this compound, its significance in both academic and industrial settings will undoubtedly grow.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:31202-69-4)Nε-Boc-D-lysine
A1152841
Purity:99%
Quantity:25g
Price ($):261.0
Email