138775-22-1 Usage
Description
Fmoc-N-methyl-L-isoleucine, also known as Fmoc-N-Me-Ile-OH, is a white powder intermediate with significant applications in the pharmaceutical and chemical industries. It is a derivative of L-isoleucine, an essential amino acid, with an N-methyl group and a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group attached. These modifications enhance its reactivity and stability in various chemical reactions, making it a valuable component in the synthesis of complex molecules.
Uses
Used in Pharmaceutical Industry:
Fmoc-N-methyl-L-isoleucine is used as a key intermediate in the total synthesis of Nannocystin A, a 21-membered cyclodepsipeptide with potent anticancer properties. Its incorporation into the structure of Nannocystin A contributes to the molecule's ability to target and disrupt cancer cells, making it a promising candidate for the development of novel anticancer drugs.
Used in Chemical Synthesis:
As a versatile intermediate, Fmoc-N-methyl-L-isoleucine is also utilized in the synthesis of other complex organic molecules and compounds. Its unique structure, which includes the Fmoc protecting group and the N-methyl modification, allows for selective reactions and functional group manipulations, facilitating the creation of a wide range of molecules with diverse applications in various industries.
Check Digit Verification of cas no
The CAS Registry Mumber 138775-22-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,7,7 and 5 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 138775-22:
(8*1)+(7*3)+(6*8)+(5*7)+(4*7)+(3*5)+(2*2)+(1*2)=161
161 % 10 = 1
So 138775-22-1 is a valid CAS Registry Number.
InChI:InChI=1/C22H25NO4/c1-4-14(2)20(21(24)25)23(3)22(26)27-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19-20H,4,13H2,1-3H3,(H,24,25)/t14-,20-/m0/s1
138775-22-1Relevant articles and documents
Total synthesis of proposed structure of coibamide A, a highly N- and O-methylated cytotoxic marine cyclodepsipeptide
He, Wei,Qiu, Hai-Bo,Chen, Yi-Jie,Xi, Jie,Yao, Zhu-Jun
supporting information, p. 6109 - 6112 (2015/01/09)
Total synthesis of the originally proposed structure of coibamide A, a highly N- and O-methylated cytotoxic marine cyclodepsipeptide, has been accomplished by using a [(4+1)+3+3]-peptide fragment-coupling strategy and careful examination and optimization
A preparation of N-Fmoc-N-methyl-α-amino acids and N-nosyl-N-methyl-α-amino acids
Di Gioia, Maria Luisa,Leggio, Antonella,Liguori, Angelo,Perri, Francesca,Siciliano, Carlo,Viscomi, Maria Caterina
scheme or table, p. 133 - 143 (2010/08/19)
A convenient route for the synthesis of lipophilic N-Fmoc-N-methyl-α- amino acids and N-nosyl-N-methyl-α-amino acids, interesting building blocks to be used for the preparation of N-methylated peptides, is presented. Both nosyl- and Fmoc-protected monomer
Synthesis and characterization of constrained cyclosporin A derivatives containing a pseudo-proline group
Patiny, Luc,Guichou, Jean-Fran?ois,Keller, Michael,Turpin, Olivier,Rückle, Thomas,Lhote, Philippe,Buetler, Timo M.,Ruegg, Urs T.,Wenger, Roland M.,Mutter, Manfred
, p. 5241 - 5249 (2007/10/03)
The chemical synthesis, conformational analysis and receptor binding studies of novel constrained cyclosporin A (CsA) analogues are described. The selective insertion of pseudo-proline (ΨPro) systems featuring different 2-C-substituents at the oxazolidine