Cas no 60538-16-1 (bz-d-thr-ome)

bz-d-thr-ome structure
bz-d-thr-ome structure
Product Name:bz-d-thr-ome
CAS No:60538-16-1
MF:C12H15NO4
MW:237.251803636551
MDL:MFCD00070022
CID:952300
PubChem ID:736182
Update Time:2025-10-21

bz-d-thr-ome Chemical and Physical Properties

Names and Identifiers

    • bz-d-thr-ome
    • N-BENZOYL-D-THREONINE METHYL ESTER
    • Z-D-Thr-Ome
    • 1-benzhydryl-azetidine-2-carboxylic acid methyl ester
    • 1-diphenylmethyl-2-methoxycarbonylazetidine
    • AC1L5WD7
    • AC1Q5ZP1
    • ANW-65990
    • CTK1C4326
    • methyl 1-(diphenylmethyl)azetidine-2-carboxylate
    • methyl N-benzhydrylazetidine-2-carboxylate
    • methyl N-benzoyl (2R,3S)-threoninate
    • N-benzoyl-Ds-threonine methyl ester
    • N-Benzoyl-Ds-threonin-methylester
    • N-Benzoyl-D-threonin-methylester
    • NSC135858
    • SureCN2770710
    • methyl (2R,3S)-2-benzamido-3-hydroxybutanoate
    • Benzoyl-D-threonine methyl ester
    • MFCD00070022
    • (2R,3S)-methyl 2-benzamido-3-hydroxybutanoate
    • 60538-16-1
    • AKOS025289395
    • DTXSID801286079
    • SCHEMBL225434
    • D-Threonine, N-benzoyl-, methyl ester
    • methyl benzoyl-D-threoninate
    • KHOWDUMYRBCHAC-WCBMZHEXSA-N
    • N-alpha-BenZoyl-D-threonine methyl ester (BZ-D-Thr-OMe)
    • MDL: MFCD00070022
    • Inchi: 1S/C12H15NO4/c1-8(14)10(12(16)17-2)13-11(15)9-6-4-3-5-7-9/h3-8,10,14H,1-2H3,(H,13,15)/t8-,10+/m0/s1
    • InChI Key: KHOWDUMYRBCHAC-WCBMZHEXSA-N
    • SMILES: O[C@@H](C)[C@H](C(=O)OC)NC(C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 237.10015
  • Monoisotopic Mass: 237.10010796g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 6
  • Complexity: 274
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.9
  • Topological Polar Surface Area: 75.6?2

Experimental Properties

  • Density: 1.200±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (14 g/l) (25 o C),
  • PSA: 75.63

bz-d-thr-ome Security Information

  • WGK Germany:3

bz-d-thr-ome Pricemore >>

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abcr
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abcr
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Additional information on bz-d-thr-ome

Recent Advances in Chemical Biology and Pharmaceutical Research: Focus on 60538-16-1 and Bz-D-Thr-OMe

The chemical compound with the CAS number 60538-16-1, commonly referred to as Bz-D-Thr-OMe (Benzoyl-D-threonine methyl ester), has recently gained significant attention in chemical biology and pharmaceutical research. This protected amino acid derivative serves as a crucial building block in peptide synthesis and has shown promising applications in drug development and biochemical studies. Recent studies have explored its unique properties, synthetic utility, and potential therapeutic applications, making it a compound of considerable interest in the field.

Recent structural analyses of 60538-16-1 have revealed its exceptional conformational stability, which contributes to its effectiveness in peptide chain elongation. The benzoyl protecting group enhances the compound's resistance to racemization during coupling reactions, while the methyl ester moiety improves solubility in organic solvents commonly used in solid-phase peptide synthesis. These characteristics make Bz-D-Thr-OMe particularly valuable for the synthesis of complex peptide architectures, including those with challenging secondary structures.

In the context of pharmaceutical applications, researchers have investigated 60538-16-1 as a precursor for novel antimicrobial peptides. A 2023 study demonstrated that threonine-containing peptides synthesized using Bz-D-Thr-OMe exhibited enhanced membrane permeability and improved stability against proteolytic degradation. These findings suggest potential applications in developing new classes of antibiotics, particularly against drug-resistant bacterial strains. The stereochemical purity afforded by the D-configuration in Bz-D-Thr-OMe appears to play a critical role in these biological activities.

From a synthetic chemistry perspective, recent methodological advances have optimized the production and purification of 60538-16-1. New catalytic systems have been developed that improve the enantioselective synthesis of Bz-D-Thr-OMe, achieving higher yields and better stereochemical control. These improvements have significant implications for scaling up production while maintaining the high purity standards required for pharmaceutical applications. Additionally, novel protecting group strategies have been explored to further enhance the versatility of this building block in complex synthetic schemes.

The biochemical properties of Bz-D-Thr-OMe have also been the subject of recent investigations. Studies have examined its interactions with various enzymes, particularly those involved in peptide bond formation and degradation. These studies provide valuable insights into the compound's metabolic stability and potential for in vivo applications. Furthermore, computational modeling approaches have been employed to predict the behavior of 60538-16-1 in different biological systems, aiding in the design of more effective peptide-based therapeutics.

Looking forward, researchers anticipate expanding the applications of 60538-16-1 beyond its current uses. Ongoing studies are exploring its potential in targeted drug delivery systems, where its structural features may facilitate specific interactions with biological targets. Additionally, the compound's chiral nature makes it an interesting candidate for asymmetric synthesis and catalysis. As the demand for complex peptide therapeutics continues to grow, Bz-D-Thr-OMe is likely to remain an important tool in both academic and industrial research settings.

In conclusion, recent research on 60538-16-1 (Bz-D-Thr-OMe) has significantly advanced our understanding of its chemical and biological properties. The compound's unique characteristics make it invaluable for peptide synthesis and drug development, with emerging applications in antimicrobial therapy and beyond. Continued investigation of this molecule promises to yield further innovations in chemical biology and pharmaceutical science, addressing critical challenges in modern medicine.

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