Fmoc-Asp-OAll

• CAS: 144120-53-6
• Catalog Number: ACM144120536
• Category: Amino Acids
• Molecular Weight: 395.41
• Molecular Formula: C22H21NO6
• 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, amides, lactones and lactams incorporating an aspartyl unit.
• Synonyms: Fmoc-Asp-OAll, N-α-Fmoc-L-aspartic acid α-allyl ester
• InChI: 1S/C22H21NO6/c1-2-11-28-21(26)19(12-20(24)25)23-22(27)29-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h2-10,18-19H,1,11-13H2,(H,23,27)(H,24,25)/t19-/m0/s1
• InChI Key: ZJMVIWUCCRKNHY-IBGZPJMESA-N
• Melting Point: 95 ℃(decomposes)
• Application: Peptide synthesis.
• Assay: ≥97.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• Form: powder
• Functional Group: carboxylic acid
• MDL Number: MFCD00467715
• Quality Level: 200
• Reaction Suitability: reaction type: Fmoc solid-phase peptide synthesis
• Storage Temperature: 2-30℃
• Type: Unlabeled Standard Amino Acids, Aspartic Acid (Asp)

Synthetic Use

Upstream Synthesis Route 1

• 144120-52-5

• 144120-53-6

Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 32, p. 4557 - 4560

Upstream Synthesis Route 2

• 136083-57-3
• 107-18-6

• 144120-53-6

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

Upstream Synthesis Route 3

• 71989-14-5

• 144120-53-6

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] Journal of Medicinal Chemistry, 2011, vol. 54, # 21, p. 7648 - 7662
[5] Patent: US2014/39153, 2014, A1,

Upstream Synthesis Route 4

• 144120-52-5

• 144120-53-6

Reference: [1]Tetrahedron Letters,1992,vol. 33,p. 4557 - 4560