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CAS 109745-15-5

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Fmoc-D-Glu-OtBu

Description:
Fmoc-D-Glu-OtBu, or 9-fluorenylmethoxycarbonyl-D-glutamic acid tert-butyl ester, is a protected form of the amino acid glutamic acid, commonly used in peptide synthesis. The Fmoc group serves as a protective group for the amino functionality, allowing for selective reactions without interfering with the carboxylic acid group. The tert-butyl ester (OtBu) protects the carboxylic acid, enhancing the stability and solubility of the compound during synthesis. This compound is typically a white to off-white solid and is soluble in organic solvents such as dichloromethane and dimethylformamide, but less soluble in water. Its structure allows for easy deprotection under mild basic conditions, making it suitable for solid-phase peptide synthesis. Fmoc-D-Glu-OtBu is utilized in the preparation of peptides that require specific stereochemistry and functional groups, contributing to the development of pharmaceuticals and biochemicals. As with many chemical substances, proper handling and storage are essential to maintain its integrity and prevent degradation.
Formula:C24H27NO6
InChI:InChI=1/C24H27NO6/c1-24(2,3)31-22(28)20(12-13-21(26)27)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,26,27)/t20-/m1/s1
SMILES:CC(C)(C)OC(=O)[C@@H](CCC(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-D-Glutamic Acid-Alpha-T-Butyl Ester
  • Fmoc-D-Glutamic Acid-Otbu
  • N-Alpha-Fmoc-D-Glutamic Acid Alpha-T-Butyl Ester
  • N-Alpha-(9-Fluorenylmethyloxycarbonyl)-D-Glutamic-Acid Alpha T-Butyl Ester
  • N-Alpha-(9-Fluorenylmethoxycarbonyl)-D-Glutamic Acid Alpha-T-Butyl Ester
  • (4R)-5-Tert-Butoxy-4-{[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino}-5-Oxopentanoic Acid (Non-Preferred Name)
  • FMOC-D-GLU-OTBU
  • Fmoc-Glu-OtBu
  • (4R)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoicaci
  • N-Fmoc-D-glutamic acid 1-tert-butyl ester
  • See more synonyms
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