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CAS 1279032-69-7

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-serine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-serine, commonly referred to as Fmoc-O-methyl-D-serine, is a chemical compound used primarily in peptide synthesis and research. It 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 acidic conditions. The presence of the O-methyl group enhances the solubility and stability of the compound. This amino acid derivative is characterized by its ability to participate in peptide bond formation, making it valuable in the synthesis of peptides that require specific modifications. The compound is typically white to off-white in appearance and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol. Its molecular structure includes a chiral center, contributing to its stereochemical properties, which are crucial in biological applications. Overall, Fmoc-O-methyl-D-serine is an important reagent in the field of organic chemistry and biochemistry, particularly in the development of peptide-based therapeutics.
Formula:C19H19NO5
InChI:InChI=1S/C19H19NO5/c1-24-11-17(18(21)22)20-19(23)25-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,16-17H,10-11H2,1H3,(H,20,23)(H,21,22)/t17-/m1/s1
InChI key:InChIKey=YFWAFELGMGZCHL-QGZVFWFLSA-N
SMILES:C(OC(N[C@H](COC)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-serine
  • (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-methoxypropanoic acid
  • D-Serine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-
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