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N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-delta-allyloxycarbonyl-L-ornithine

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Formula: C24H26N2O6
CAS: 147290-11-7

Identification

Structural Formula
N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-delta-allyloxycarbonyl-L-ornithine
CAS:
147290-11-7
EINECS:
Molecular Formula:
C24H26N2O6
MDL:
MFCD00798637
Synonym:
ndelta-alloc-nalpha-fmoc-l-ornithine ; rarechem em wb 0175 ; fmoc-orn(alloc)-oh ; fmoc-orn(aloc) ; fmoc-ornithine(aloc)-oh ; fmoc-orn(aloc)-oh ; nδ-alloc-nα-fmoc-l-ornithine ; nα-fmoc-nδ-alloc-l-ornithine ; fmoc-l-orn(alloc)-oh ; fmoc-l-orn(aloc)-oh


Description

N-Allyloxycarbonyl (Alloc) are widely used protecting groups, i.e. for amines and amino acids, as they are quantitatively and very rapidly converted to free amino compounds by palladium. Deprotection of allyl (All) carboxylates and allyl aryl ethers can also be carried out accordingly. All and Alloc are fully compatible with Fmoc/tBu and Boc/Bzl strategies, as well as with Z protecting groups. References: Highly efficient removal of allyloxycarbonyl (Alloc) function provides a practical orthogonal protective strategy for carbohydrates; Guang Hui Zong, Shi Qiang Yan, Xiao Mei Liang, Jian Jun Zhang, Dao Quan Wang, Fan Zuo Kong; Chinese Chemical Letters 2009; 20: 127-130; DOI:10.1016/j.cclet.2008.11.002. Mild non-transition metal catalyzed deprotection of N-allyloxycarbonyl amines; Ronald H. Szumigala, Jr., Ekama Onofiok, Sandor Karady, Joseph D. Armstrong III, and Ross A. Miller; Tetrahedron Letters 2005; 46: 4403-4405. DOI: 10.1016/j.tetlet.2005.04.064. Allylic Protecting Groups and Their Use in a Complex Environment. Part II: Allylic Protecting Groups and their Removal through Catalytic Palladium p-Allyl Methodology; François Guibé; Tetrahedron 1998; 54: 2967-3042. Selective Cleavage of the Allyl and Allyloxycarbonyl Groups through Palladium-Catalyzed Hydrostannolysis with Tributyltin Hydride. Application to the Selective Protection-Deprotection of Amino Acid Derivatives and in Peptide Synthesis; O. Dangles, F. Guibé, G. Balavoine; S. Lavielle, A. Marquet; J. Org. Chem. 1987; 52(22): 4984-4993.


Suppliers

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Properties for N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-delta-allyloxycarbonyl-L-ornithine

Molecular Weight:
438.47 g·mol−1
Melting point:
106-108°C
Physical Description:
white crystalline powder
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Hazard Statements

GHS07

GHS03
Harmful
  • Acute toxicity (oral, dermal, inhalation), category 4
  • Skin irritation, categories 2, 3
  • Eye irritation, category 2A
  • Skin sensitization, category 1
  • Specific target organ toxicity following single exposure, category 3
    - Respiratory tract irritation
    - Narcotic effects
  • Not used
  • with the "skull and crossbones" pictogram
  • for skin or eye irritation if:
  • the "corrosion" pictogram also appears
  • the "health hazard" pictogram is used to indicate respiratory sensitization

Safety & Transport Information

Storage temperature :
2-8°C
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Alternative Distributors of [N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-delta-allyloxycarbonyl-L-ornithine]

Producers or manufacturers change the product range from time to time. Currently there are no other manufacturers known.
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MSDS:
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