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CAS 218457-81-9

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methoxy-O-methyl-D-tyrosine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methoxy-O-methyl-D-tyrosine, commonly referred to as Fmoc-D-Tyr(OMe)-OH, is a derivative of the amino acid tyrosine, modified for use in peptide synthesis. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under mild acidic conditions. The presence of methoxy groups enhances the lipophilicity and solubility of the molecule, making it suitable for various biochemical applications. The structure includes a chiral center, contributing to its specificity in biological interactions. As a protected amino acid, it is primarily used in the synthesis of peptides, allowing for the selective coupling of amino acids while preventing unwanted side reactions. Its CAS number, 218457-81-9, facilitates its identification in chemical databases and literature. Overall, this compound is significant in the field of organic chemistry and biochemistry, particularly in the development of peptide-based therapeutics.
Formula:C26H25NO6
InChI:InChI=1S/C26H25NO6/c1-31-23-12-11-16(14-24(23)32-2)13-22(25(28)29)27-26(30)33-15-21-19-9-5-3-7-17(19)18-8-4-6-10-20(18)21/h3-12,14,21-22H,13,15H2,1-2H3,(H,27,30)(H,28,29)/t22-/m1/s1
InChI key:InChIKey=XJRGWWYKCGWQHH-JOCHJYFZSA-N
SMILES:C(OC(N[C@H](CC1=CC(OC)=C(OC)C=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • <span class="text-smallcaps">D</span>-Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methoxy-O-methyl-
  • Fmoc-D-3,4-Dimethoxyphenylalanine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methoxy-O-methyl-<span class="text-smallcaps">D</span>-tyrosine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methoxy-O-methyl-D-tyrosine
  • 979: PN: WO2006135786 PAGE: 70 claimed sequence
  • D-Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methoxy-O-methyl-
  • 288: PN: US20070042401 PAGE: 37 claimed sequence
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