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(+/-)-2-benzyloxycarbonylamino-3-phenyl-thiopropionic acid (4-nitrophenyl) ester is a complex organic compound with the molecular formula C23H20N2O6S. It is a derivative of thiopropionic acid, featuring a benzyloxycarbonyl group at the 2-position, a phenyl group at the 3-position, and a 4-nitrophenyl ester group. (+/-)-2-benzyloxycarbonylamino-3-phenyl-thiopropionic acid (4-nitrophenyl) ester is often used in peptide synthesis as a protecting group for the amino group, due to its stability and ease of removal under mild acidic conditions. The benzyloxycarbonyl (Z) group is a common protecting group in peptide chemistry, which helps prevent unwanted side reactions during the synthesis process. The 4-nitrophenyl ester group serves as a leaving group, facilitating the coupling reaction in peptide bond formation. The compound's structure and properties make it a valuable tool in the field of organic chemistry and pharmaceutical research, particularly in the synthesis of complex peptide sequences.

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  • 4824-14-0 Structure
  • Basic information

    1. Product Name: (+/-)-2-benzyloxycarbonylamino-3-phenyl-thiopropionic acid (4-nitrophenyl) ester
    2. Synonyms: (+/-)-2-benzyloxycarbonylamino-3-phenyl-thiopropionic acid (4-nitrophenyl) ester
    3. CAS NO:4824-14-0
    4. Molecular Formula:
    5. Molecular Weight: 436.488
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 4824-14-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (+/-)-2-benzyloxycarbonylamino-3-phenyl-thiopropionic acid (4-nitrophenyl) ester(CAS DataBase Reference)
    10. NIST Chemistry Reference: (+/-)-2-benzyloxycarbonylamino-3-phenyl-thiopropionic acid (4-nitrophenyl) ester(4824-14-0)
    11. EPA Substance Registry System: (+/-)-2-benzyloxycarbonylamino-3-phenyl-thiopropionic acid (4-nitrophenyl) ester(4824-14-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 4824-14-0(Hazardous Substances Data)

4824-14-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4824-14-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,8,2 and 4 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4824-14:
(6*4)+(5*8)+(4*2)+(3*4)+(2*1)+(1*4)=90
90 % 10 = 0
So 4824-14-0 is a valid CAS Registry Number.

4824-14-0Relevant articles and documents

Ambient temperature synthesis of high enantiopurity N-protected peptidyl ketones by peptidyl thiol ester-boronic acid cross-coupling

Yang, Hao,Li, Hao,Wittenberg, Ruediger,Egi, Masahiro,Huang, Wenwei,Liebeskind, Lanny S.

, p. 1132 - 1140 (2007/10/03)

α-Amino acid thiol esters derived from N-protected mono-, di-, and tripeptides couple with aryl, π-electron-rich heteroaryl, or alkenyl boronic acids in the presence of stoichiometric Cu(I) thiophene-2-carboxylate and catalytic Pd2(dba)3/triethylphosphite to generate the corresponding N-protected peptidyl ketones in good-to-excellent yields and in high enantiopurity. Triethylphosphite plays a key role as a supporting ligand by mitigating an undesired palladium-catalyzed decarbonylation-β-elimination of the α-amino thiol esters. The peptidyl ketone synthesis proceeds at room temperature under nonbasic conditions and demonstrates a high tolerance to functionality.

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