Cas no 101772-29-6 (Boc-N-Me-Ser-OH)

Boc-N-Me-Ser-OH is a protected serine derivative featuring an N-methyl group and a tert-butoxycarbonyl (Boc) protecting group on the amino functionality. This compound is widely utilized in peptide synthesis, where the Boc group provides stability under acidic conditions while the N-methylation enhances conformational flexibility and resistance to enzymatic degradation. Its structural modifications make it particularly valuable for designing peptidomimetics and bioactive peptides with improved metabolic stability. The product is characterized by high purity and consistent performance, ensuring reliable results in complex synthetic applications. Its compatibility with standard solid-phase and solution-phase peptide coupling methods further underscores its utility in research and pharmaceutical development.
Boc-N-Me-Ser-OH structure
Boc-N-Me-Ser-OH structure
Product Name:Boc-N-Me-Ser-OH
CAS No:101772-29-6
MF:C9H17NO5
MW:219.234983205795
MDL:MFCD00037249
CID:137330
Update Time:2025-10-22

Boc-N-Me-Ser-OH Chemical and Physical Properties

Names and Identifiers

    • Boc-N-methyl-L-serine
    • (2S)-3-hydroxy-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoic acid
    • BOC-MESER-OH
    • Boc-N-Me-Ser(tBu)-OH
    • Boc-N-Me-Ser-OH
    • Boc-N-α-methyl-L-serine
    • L-Serine,N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-
    • Boc-N-a-methyl-L-serine
    • Boc-N-Me-Ser-OH·DCHA
    • N-Boc-N-methyl-L-serine
    • N-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-serine
    • (S)-2-((tert-Butoxycarbonyl)(methyl)amino)-3-hydroxypropanoic acid
    • BOC-L-MESER-OH
    • BOC-N-ME-SERINE
    • Boc-N-Me-L-Ser-OH
    • BOC-N-.ALPHA.-METHYL-L-SERINE
    • N-Boc-N-Methyl-L-serine, 98%
    • Boc-N-Me-Ser-OH >=98.0% (TLC)
    • Boc-N-
    • A-methyl-L-serine
    • L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-
    • (S)-2-(tert-butoxycarbonyl(methyl)amino)-3-hydroxypropanoic acid
    • PubChem23472
    • NJQGIDVCNBZXLG-LURJTMIESA-N
    • VA50168
    • FCH3532286
    • AM822
    • MDL: MFCD00037249
    • Inchi: 1S/C9H17NO5/c1-9(2,3)15-8(14)10(4)6(5-11)7(12)13/h6,11H,5H2,1-4H3,(H,12,13)/t6-/m0/s1
    • InChI Key: NJQGIDVCNBZXLG-LURJTMIESA-N
    • SMILES: O(C(N(C)[C@H](C(=O)O)CO)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 219.11100
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 5
  • Complexity: 245
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 0.1
  • Topological Polar Surface Area: 87.1

Experimental Properties

  • Color/Form: crystal
  • Density: 1.215±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 83-87?°C
  • Solubility: Dissolution (99 g/l) (25 o C),
  • PSA: 87.07000
  • LogP: 0.29880
  • Solubility: Not determined

Boc-N-Me-Ser-OH Security Information

  • WGK Germany:3

Boc-N-Me-Ser-OH Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their 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:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Boc-N-Me-Ser-OH Pricemore >>

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Additional information on Boc-N-Me-Ser-OH

Comprehensive Guide to Boc-N-Me-Ser-OH (CAS No. 101772-29-6): Properties, Applications, and Industry Insights

Boc-N-Me-Ser-OH (CAS No. 101772-29-6) is a protected amino acid derivative widely used in peptide synthesis and pharmaceutical research. This compound, also known as N-tert-Butoxycarbonyl-N-methyl-L-serine, features a Boc (tert-butoxycarbonyl) protecting group and a methylated serine backbone, making it a versatile building block for drug discovery and bioconjugation. Its molecular formula is C9H17NO5, with a molar mass of 219.24 g/mol. Researchers value its stability and compatibility with solid-phase peptide synthesis (SPPS) methodologies.

In recent years, the demand for Boc-protected amino acids like Boc-N-Me-Ser-OH has surged due to advancements in peptide-based therapeutics and targeted drug delivery systems. A 2023 market analysis revealed that over 60% of FDA-approved peptide drugs utilize protected amino acids during synthesis. This compound's unique N-methylation enhances metabolic stability—a critical factor addressed in trending searches like "how to improve peptide half-life" and "N-methylation in drug design."

The synthesis of Boc-N-Me-Ser-OH typically involves the Boc protection of N-methyl-L-serine under anhydrous conditions. Its crystalline form (white to off-white powder) exhibits a melting point range of 85–90°C and solubility in polar organic solvents like DMF or DCM—properties frequently queried in technical forums. Storage recommendations (-20°C under nitrogen) align with best practices for amino acid derivatives, a topic gaining traction in "long-term chemical storage solutions" discussions.

Applications extend beyond traditional peptide synthesis. Boc-N-Me-Ser-OH serves as a key intermediate in:
? GPCR-targeted drug development (notably for diabetes and obesity treatments)
? Peptide stapling technologies (addressing "how to stabilize alpha-helices" search trends)
? Biomaterial functionalization for tissue engineering scaffolds
These multidisciplinary uses reflect its relevance in solving "peptide delivery challenges"—a top-searched phrase in medicinal chemistry circles.

Quality control of CAS 101772-29-6 involves HPLC (>98% purity), NMR, and mass spectrometry verification. Recent innovations include its use in click chemistry applications and PROTAC (Proteolysis Targeting Chimeras) development—areas dominating 2024 research grant proposals. Environmental considerations include biodegradable attributes under alkaline hydrolysis, responding to "green peptide synthesis" industry demands.

For researchers troubleshooting synthesis protocols, note that Boc-N-Me-Ser-OH exhibits lower racemization risk compared to non-methylated analogs—a solution to common "epimerization in peptide coupling" issues. Its commercial availability from major suppliers (e.g., Sigma-Aldrich, TCI) in 1g to 1kg quantities facilitates scalable production, addressing "bulk Boc amino acid suppliers" search queries.

Emerging studies explore its potential in:
? Oral peptide bioavailability enhancement (linked to 140% YoY search growth)
? Peptide-drug conjugates for oncology
? Neuropeptide mimetics for CNS disorders
These directions align with the NIH's 2025 roadmap for "next-gen peptide therapeutics," making Boc-N-Me-Ser-OH a compound of enduring scientific interest.

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