Fmoc-Glu-OAll

• CAS: 144120-54-7
• Catalog Number: ACM144120547
• Category: Amino Acids
• Molecular Weight: 409.43
• Molecular Formula: C23H23NO6
• Description: Orthogonally-protected building block for the synthesis of head-to-tail cyclic peptides by Fmoc SPPS.The α-allyl ester can be selectively removed in the presence of Fmoc- and tBu-based protecting groups by treatment with Pd(Ph3P)4/ CHCl3/AcOH/NMM, thereby facilitating the synthesis of branched esters and amides, and lactones and lactams incorporating a glutamyl unit.
• Synonyms: Fmoc-Glu-OAll, N-α-Fmoc-L-glutamic acid α-allyl ester
• InChI: 1S/C23H23NO6/c1-2-13-29-22(27)20(11-12-21(25)26)24-23(28)30-14-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h2-10,19-20H,1,11-14H2,(H,24,28)(H,25,26)/t20-/m0/s1
• InChI Key: ORKKMGRINLTBPC-FQEVSTJZSA-N
• Melting Point: 118-122℃
• Application: Peptide synthesis.
• Assay: ≥95.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• Form: powder
• Functional Group: carboxylic acid
• MDL Number: MFCD00467718
• Quality Level: 200
• Reaction Suitability: reaction type: Fmoc solid-phase peptide synthesis
• Storage Temperature: 2-30℃
• Type: Unlabeled Standard Amino Acids, Glutamic Acid (Glu)

Synthetic Use

Upstream Synthesis Route 1

• 104091-09-0
• 107-18-6

• 144120-54-7

Reference: [1] Synthesis, 2009, # 5, p. 809 - 814

Upstream Synthesis Route 2

• 71989-18-9

• 144120-54-7

Reference: [1] Tetrahedron Letters, 1993, vol. 34, # 10, p. 1549 - 1552
[2] Tetrahedron Letters, 1993, vol. 34, # 10, p. 1549 - 1552
[3] Tetrahedron Letters, 1992, vol. 33, # 32, p. 4557 - 4560
[4] Chemistry - A European Journal, 2015, vol. 21, # 25, p. 9249 - 9255