Cas no 87720-54-5 (N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt)

N-Boc-4,5-dehydro-L-leucine dicyclohexylamine salt is a protected amino acid derivative widely used in peptide synthesis and medicinal chemistry. The N-Boc (tert-butoxycarbonyl) group provides stability under basic conditions while allowing selective deprotection under acidic conditions. The 4,5-dehydro modification introduces unsaturation, enabling further functionalization or conjugation. The dicyclohexylamine (DCHA) salt form enhances solubility in organic solvents and improves handling characteristics. This compound is particularly valuable for introducing sterically constrained, unsaturated side chains into peptides, aiding in the study of structure-activity relationships. Its high purity and consistent performance make it a reliable choice for researchers in pharmaceutical development and chemical biology.
N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt structure
87720-54-5 structure
Product Name:N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt
CAS No:87720-54-5
MF:C23H42N2O4
MW:410.59058713913
MDL:MFCD00237524
CID:90970
PubChem ID:2755920
Update Time:2025-06-08

N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt Chemical and Physical Properties

Names and Identifiers

    • Boc-4,5-dehydro-Leu-OH . DCHA
    • N-Boc-4,5-dehydro-L-leucine dicyclohexylamine salt
    • Boc-4,5-dehydro-Leu-OH · DCHA
    • Boc-4,5-dehydro-L-leucine dicyclohexylammonium salt
    • Boc-4,5-dehydro-L-leu-OH . DCHA
    • Boc-4005-dehydro-Leu-OH·DCHA
    • N-cyclohexylcyclohexanamine,(2S)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoic acid
    • 5-DEHYDRO-L-LEU-OH?DCHA
    • BOC-4
    • 87720-54-5
    • (S)-2-(Boc-amino)-4-methyl-4-pentenoic acid dicyclohexylamine salt
    • N-cyclohexylcyclohexanamine;(2S)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoic acid
    • CS-0201811
    • N-(tert-Butoxycarbonyl)-4-methylidene-L-norvaline--N-cyclohexylcyclohexanamine (1/1)
    • Boc-(S)-2-Methallylglycine DCHA
    • FD21884
    • Boc-4,5-dehydro-L-leucine dicyclohexylamine salt
    • dicyclohexylamine (S)-2-(tert-butoxycarbonylamino)-4-methylpent-4-enoate
    • AKOS025312267
    • (S)-2-((tert-Butoxycarbonyl)amino)-4-methylpent-4-enoic acid dicyclohexylammonium salt
    • MFCD00237524
    • Boc-4,5-dehydro-Leu-OH dicyclohexylammonium salt
    • HY-W142026
    • AS-49231
    • BOC-4,5-DEHYDRO-LEU-OH DCHA
    • Boc-4,5-dehydro-Leu-OH (dicyclohexylammonium) salt, >=96.0% (HPLC)
    • Dicyclohexylamine (S)-2-((tert-butoxycarbonyl)amino)-4-methylpent-4-enoate
    • DTXSID60373141
    • Boc-deltaLeu-OH.DCHA
    • Boc-4,5-dehydro-Leu-OH (dicyclohexylammonium) salt
    • DA-51274
    • (2S)-2-[(tert-butoxycarbonyl)amino]-4-methylpent-4-enoic acid; dicha
    • N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt
    • MDL: MFCD00237524
    • Inchi: 1S/C12H23N.C11H19NO4/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-7(2)6-8(9(13)14)12-10(15)16-11(3,4)5/h11-13H,1-10H2;8H,1,6H2,2-5H3,(H,12,15)(H,13,14)/t;8-/m.0/s1
    • InChI Key: ZRIOKRZSXPPREV-WDBKTSHHSA-N
    • SMILES: O(C(N[C@H](C(=O)O)CC(=C)C)=O)C(C)(C)C.N(C1CCCCC1)C1CCCCC1

Computed Properties

  • Exact Mass: 410.31400
  • Monoisotopic Mass: 410.31445783g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 29
  • Rotatable Bond Count: 9
  • Complexity: 407
  • Covalently-Bonded Unit Count: 2
  • 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: 2
  • XLogP3: nothing
  • Topological Polar Surface Area: 87.7?2

Experimental Properties

  • Color/Form: Off white powder
  • Melting Point: 148-153°C
  • Boiling Point: 365°C at 760 mmHg
  • Flash Point: 174.5°C
  • PSA: 87.66000
  • LogP: 5.95370
  • Solubility: Not determined

N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt Security Information

  • Hazardous Material transportation number:UN 3077 9/PG 3
  • WGK Germany:3
  • Hazard Category Code: 22-37/38-41-50/53
  • Safety Instruction: S26-S39-S60-S61
  • FLUKA BRAND F CODES:10-21
  • Hazardous Material Identification: Xn N
  • Packing Group:III
  • Risk Phrases:R22
  • HazardClass:9
  • PackingGroup:III
  • Storage Condition:-15°C

N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt 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%

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Additional information on N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt

N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt (CAS No. 87720-54-5)

N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt (CAS No. 87720-54-5) is a valuable intermediate in the field of organic synthesis and pharmaceutical research. This compound is particularly significant due to its unique chemical structure and versatile reactivity, making it an essential component in the synthesis of various bioactive molecules and pharmaceuticals.

The N-Boc (tert-butyloxycarbonyl) protecting group in N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt is a widely used functional group in peptide synthesis and organic chemistry. It provides a stable and reversible protection for the amino group, allowing for selective deprotection under mild conditions. This characteristic is crucial for the controlled synthesis of complex peptides and proteins.

The 4,5-dehydro-L-leucine moiety in the compound is a dehydrated derivative of the amino acid leucine. The presence of the double bond between carbon atoms 4 and 5 introduces additional reactivity and structural flexibility, which can be harnessed in various synthetic transformations. This feature makes N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt an attractive building block for the development of novel drugs and bioactive compounds.

The dicyclohexylamine salt form of the compound enhances its solubility and stability, making it easier to handle and process in laboratory settings. This salt form is particularly useful in solid-phase peptide synthesis (SPPS) and other solution-phase reactions where solubility is a critical factor.

Recent research has highlighted the potential applications of N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt in the development of new therapeutic agents. For instance, studies have shown that compounds derived from this intermediate exhibit promising anti-inflammatory and anti-cancer properties. The unique structure of 4,5-dehydro-L-leucine allows for the introduction of functional groups that can modulate biological activity, making it a valuable starting material for drug discovery programs.

In addition to its use in pharmaceutical research, N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt has found applications in the synthesis of advanced materials and polymers. The presence of the dehydrogenated leucine moiety can confer specific physical and chemical properties to these materials, such as enhanced mechanical strength and improved biocompatibility.

The synthesis of N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt typically involves several steps, including the dehydrogenation of L-leucine, protection with the Boc group, and formation of the dicyclohexylamine salt. Each step requires precise control over reaction conditions to ensure high yields and purity. Advances in catalytic methods have significantly improved the efficiency and scalability of this process, making it more accessible for industrial applications.

In conclusion, N-Boc-4,5-dehydro-L-leucine Dicyclohexylamine Salt (CAS No. 87720-54-5) is a versatile compound with a wide range of applications in organic synthesis, pharmaceutical research, and materials science. Its unique chemical properties make it an indispensable tool for researchers aiming to develop innovative solutions in these fields. As ongoing research continues to uncover new possibilities, this compound is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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