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CAS 104091-08-9

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Fmoc-D-Glu(OtBu)-OH

Description:
Fmoc-D-Glu(OtBu)-OH, also known as Fmoc-D-glutamic acid tert-butyl ester, is a protected form of the amino acid glutamic acid. It features a fluorenylmethoxycarbonyl (Fmoc) group, which is commonly used in peptide synthesis to protect the amino group, allowing for selective reactions at the carboxyl group. The tert-butyl ester (OtBu) protects the carboxylic acid functionality, enhancing the stability and solubility of the compound. This substance is typically a white to off-white solid and is soluble in organic solvents such as dichloromethane and dimethylformamide, but less soluble in water. It is widely utilized in the field of organic chemistry and peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), due to its ability to facilitate the sequential addition of amino acids while preventing unwanted side reactions. The compound's stability under various conditions makes it a valuable intermediate in the synthesis of peptides and other bioactive molecules.
Formula:C24H27NO6
InChI:InChI=1/C24H27NO6/c1-24(2,3)31-21(26)13-12-20(22(27)28)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,27,28)/t20-/m1/s1
InChI key:OTKXCALUHMPIGM-HXUWFJFHSA-N
SMILES:CC(C)(C)OC(=O)CC[C@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-D-Glu(OBut)-OH
  • N-alpha-(9-fluorenylmethyloxycarbonyl)-D-glutamic-acid-gamma-t-butyl ester
  • Fmoc-D-glutamic acid gamma-tert-butyl ester
  • Quinoline-6-Carbaldehyde
  • (2R)-5-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid (non-preferred name)
  • Fmoc-D-glutamic acid 5-tert-butyl ester
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
  • FMOC-D-GLU(OBUT) H2O
  • FMOC-D-GLU(OTBU)-OH
  • N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-GLUTAMIC-ACID-GAMMA-TERT-BUTYL ESTER MONOHYDRATE
  • See more synonyms
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