Fmoc-Asp-OtBu

• CAS: 129460-09-9
• Catalog Number: ACM129460099
• Category: Amino Acids
• Molecular Weight: 411.45
• Molecular Formula: C23H25NO6
• Description: Selectively protected building block for library synthesis or the preparation of β-aspartyl peptides by Fmoc SPPS. After condensation of the side-chain carboxy with an appropriate amine or alcohol, the β-amino and carboxy functions can be selectively unmasked with 20% piperidine in DMF and 50% TFA in DCM respectively, facilitating the synthesis of branched esters and amides, and lactams and lactones containing the aspartyl unit.
• Synonyms: Fmoc-Asp-OtBu, N-α-Fmoc-L-aspartic acid α-t.-butyl ester
• InChI: 1S/C23H25NO6/c1-23(2,3)30-21(27)19(12-20(25)26)24-22(28)29-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,24,28)(H,25,26)/t19-/m0/s1
• InChI Key: VZXQYACYLGRQJU-IBGZPJMESA-N
• Melting Point: 90-98℃
• Application: Peptide synthesis.
• Assay: ≥90.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• Form: powder
• Functional Group: carboxylic acid
• 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

• 56-84-8
• 102774-86-7
• 115-11-7

• 71989-14-5
• 129460-17-9
• 129460-09-9

Reference: [1] Synthesis, 1990, # 7, p. 571 - 572

Upstream Synthesis Route 2

• 168261-64-1

• 129460-09-9

Reference: [1] Tetrahedron Asymmetry, 1999, vol. 10, # 2, p. 391 - 401
[2] Journal of the Chemical Society. Perkin Transactions 1, 2002, # 8, p. 1042 - 1049

Downstream Synthesis Route 1

• 129460-09-9

• 136083-57-3

Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 37, p. 5441 - 5444
[2] Journal of Organic Chemistry, 2006, vol. 71, # 24, p. 9045 - 9050

Downstream Synthesis Route 2

• 129460-09-9

• 136083-57-3

Reference: [1]Tetrahedron Letters,1992,vol. 33,p. 5441 - 5444
[2]Journal of Organic Chemistry,2006,vol. 71,p. 9045 - 9050

Downstream Synthesis Route 3

• 4229-38-3
• 129460-09-9

• 131287-38-2

Reference: [1]Organic Letters,2004,vol. 6,p. 4001 - 4004
[2]Journal of the Chemical Society. Perkin transactions I,1995,p. 1739 - 1746

Downstream Synthesis Route 4

• 129460-09-9
• 28230-32-2

• 204715-62-8

Reference: [1]Journal of the American Chemical Society,2003,vol. 125,p. 7530 - 7531
[2]Journal of the Chemical Society. Perkin transactions I,1998,p. 549 - 560

* For details of the synthesis route, please refer to the original source to ensure accuracy.