Cas no 26582-86-5 ((S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate)

(S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate is a chiral hydrazide derivative with applications in peptide synthesis and pharmaceutical research. Its key structural features include a hydrazine moiety, a hydroxyl group, and a benzyl-protected carbamate, enabling selective reactivity in coupling and protection strategies. The (S)-configuration ensures stereochemical precision, making it valuable for asymmetric synthesis. The hydrazinyl group facilitates hydrazone and hydrazide formation, while the hydroxyl functionality offers additional modification potential. This compound is particularly useful in the preparation of peptide hydrazides and as a building block for bioactive molecules. Its stability and defined stereochemistry make it a reliable intermediate for medicinal chemistry and proteomics research.
(S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate structure
26582-86-5 structure
Product Name:(S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate
CAS No:26582-86-5
MF:C11H15N3O4
MW:253.254502534866
MDL:MFCD00153341
CID:290917
PubChem ID:7016357
Update Time:2025-06-08

(S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate Chemical and Physical Properties

Names and Identifiers

    • (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate
    • benzyl N-[(2S)-1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl]carbamate
    • L-Serine,N-[(phenylmethoxy)carbonyl]-, hydrazide
    • Z-L-SERINE HYDRAZIDE
    • Z-L-Ser-NHNH2
    • Z-Ser-NHNH?
    • Z-Ser-NHNH2
    • N-benzyloxycarbonyl-L-serine hydrazide
    • N-Benzyloxycarbonyl-L-serin-hydrazid
    • Z-Serinazid
    • Z-Ser-NH-NH2
    • N-Benzyloxycarbonylserine hydrazide
    • L-Serine, N-[(phenylmethoxy)carbonyl]-, hydrazide
    • N-((Benzyloxy)carbonyl)-L-serinohydrazide
    • MFCD00153341
    • 26582-86-5
    • DTXSID40949429
    • SCHEMBL11124419
    • F10817
    • EINECS 247-822-8
    • L-Serine,N-[(phenylmethoxy)carbonyl]-,hydrazide
    • (S)-benzyl 1-hydrazinyl-3-hydroxy-1-oxopropan-2-ylcarbamate
    • 2-{[(Benzyloxy)(hydroxy)methylidene]amino}-3-hydroxypropanehydrazonic acid
    • WUDRJXCGIRLAEC-VIFPVBQESA-N
    • Z-Ser-NHNH
    • MDL: MFCD00153341
    • Inchi: 1S/C11H15N3O4/c12-14-10(16)9(6-15)13-11(17)18-7-8-4-2-1-3-5-8/h1-5,9,15H,6-7,12H2,(H,13,17)(H,14,16)/t9-/m0/s1
    • InChI Key: WUDRJXCGIRLAEC-VIFPVBQESA-N
    • SMILES: O(C(N[C@H](C(NN)=O)CO)=O)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 253.10600
  • Monoisotopic Mass: 253.10625597g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 8
  • Complexity: 280
  • 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: -0.6
  • Topological Polar Surface Area: 114?2

Experimental Properties

  • Density: 1.322±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 181 oC
  • Solubility: Slightly soluble (5.1 g/l) (25 o C),
  • PSA: 113.68000
  • LogP: 0.74570

(S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate Customs Data

  • HS CODE:2928000090
  • Customs Data:

    China Customs Code:

    2928000090

    Overview:

    2928000090 Other hydrazine(Hydrazine)And chlorhexidine(hydroxylamine)Organic derivatives of.Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:6.5%.general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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Additional information on (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate

Introduction to (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate and Its Significance in Modern Chemical Biology

The compound with the CAS number 26582-86-5 is a fascinating molecule known as (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate. This compound has garnered significant attention in the field of chemical biology due to its unique structural features and potential applications in drug discovery and therapeutic development. The (S)-configuration of the benzyl group and the presence of both hydrazinyl and hydroxy functionalities make this molecule a versatile intermediate in organic synthesis, particularly in the development of bioactive molecules.

In recent years, there has been a surge in research focusing on chiral compounds, especially those with non-racemic configurations, due to their enhanced specificity and efficacy in biological systems. The stereochemistry of (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate plays a crucial role in determining its biological activity. The (S)-configuration ensures that the molecule interacts with biological targets in a highly specific manner, which is essential for achieving desired therapeutic outcomes.

The hydrazinyl group in this compound is particularly noteworthy as it can participate in various chemical reactions, including condensation reactions with carbonyl compounds to form hydrazones. These hydrazones have been extensively studied for their potential applications in medicinal chemistry. For instance, they can serve as precursors for the synthesis of more complex molecules, such as heterocyclic compounds that exhibit significant pharmacological properties.

The hydroxy functionality further enhances the reactivity of (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate, allowing it to engage in hydrogen bonding interactions with biological targets. This feature is particularly important in drug design, where the ability to form stable interactions with proteins and nucleic acids can significantly improve the binding affinity and selectivity of a drug candidate.

Recent studies have highlighted the importance of proline derivatives in medicinal chemistry due to their ability to mimic natural amino acids and interact with enzymes and receptors in a highly specific manner. The presence of the propanone backbone in (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate suggests that it may have similar properties, making it a valuable scaffold for the development of novel bioactive molecules.

In addition to its structural features, (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate has shown promise in preliminary pharmacological studies. Research indicates that this compound may exhibit inhibitory effects on certain enzymes and receptors involved in various diseases. For example, studies have suggested that derivatives of this compound could have potential applications in the treatment of inflammatory disorders by modulating the activity of key inflammatory pathways.

The benzyl group in this molecule also contributes to its overall reactivity and functionality. Benzyl derivatives are well-known for their ability to participate in various organic transformations, including nucleophilic substitution reactions. This property makes (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate a valuable intermediate for synthesizing more complex molecules with tailored pharmacological properties.

The synthesis of this compound involves multiple steps, each requiring careful optimization to ensure high yield and purity. The use of chiral auxiliaries or catalysts during the synthesis is crucial for obtaining the desired (S)-configuration. Advances in asymmetric synthesis have made it possible to produce enantiomerically pure forms of this compound more efficiently, which is essential for its application in drug development.

In conclusion, (S)-Benzyl (1-hydrazinyl-3-hydroxy-1-oxopropan-2-yl)carbamate, with its CAS number 26582-86-5, represents a significant advancement in chemical biology and medicinal chemistry. Its unique structural features, including the (S)-configuration, hydrazinyl group, hydroxy functionality, and benzyl group, make it a versatile intermediate for synthesizing bioactive molecules. Recent research has highlighted its potential applications in drug discovery and therapeutic development, particularly for treating inflammatory disorders. As our understanding of molecular interactions continues to grow, compounds like this will play an increasingly important role in developing novel therapeutics.

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