Structure

Fmoc-Glu-OtBu

CAS
84793-07-7
Catalog Number
ACM84793077
Category
Amino Acids
Molecular Weight
425.47
Molecular Formula
C24H27NO6

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Specification

Description
Selectively protected building block for library synthesis or the preparation of γ-glutamyl peptides by Fmoc SPPS. After condensation of the side-chain carboxy with an appropriate amine or alcohol, the γ-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, amides, lactams and lactones containing the glutamyl unit.
Synonyms
Fmoc-Glu-OtBu, N-α-Fmoc-L-glutamic acid α-t.-butyl ester
InChI
1S/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-/m0/s1
InChI Key
GOPWHXPXSPIIQZ-FQEVSTJZSA-N
Melting Point
105-110℃
Application
Peptide synthesis.
Assay
≥95.0% (acidimetric)
≥98% (TLC)
≥99.0% (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, Glutamic Acid (Glu)

Upstream Synthesis Route 1

  • 28920-43-6
  • 45120-30-7
  • 84793-07-7

Reference: [1] Patent: US2014/274951, 2014, A1, . Location in patent: Paragraph 0373; 0374

Upstream Synthesis Route 2

  • 45120-30-7
  • 82911-69-1
  • 84793-07-7

Reference: [1]Journal of Medicinal Chemistry,1990,vol. 33,p. 711 - 717

Downstream Synthesis Route 1

  • 84793-07-7
  • 45120-30-7

Reference: [1] Patent: US2007/72800, 2007, A1, . Location in patent: Page/Page column 13

Downstream Synthesis Route 2

  • 84793-07-7
  • 79640-72-5

Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 9, p. 2285 - 2289

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

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