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Fmoc-3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-L-alanine

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Fmoc-3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-L-alanine Basic information

Product Name:
Fmoc-3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-L-alanine
Synonyms:
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-BETA-(1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)-3-METHYLBUTYL)-L-2,3-DIAMINOPROPIONIC ACID
  • N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-BETA-[1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)-3-METHYLBUTYL]-L-2,3-DIAMINOPROPIONIC ACID
  • N-ALPHA-FMOC-N-BETA-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)-3-METHYLBUTYL-L-DIAMINOPROPIONIC ACID
  • 3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
  • FMOC-N-BETA-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)-3-METHYLBUTYL-L-2,3-DIAMINOPROPIONIC ACID
  • FMOC-DPR(IVDDE)-OH
  • FMOC-DAP(IVDDE)-OH
  • FMOC-L-DAP(IVDDE)-OH
CAS:
607366-20-1
MF:
C31H36N2O6
MW:
532.63
Product Categories:
  • amino acid
  • amino acids
Mol File:
607366-20-1.mol
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Fmoc-3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-L-alanine Chemical Properties

Boiling point:
733.7±60.0 °C(Predicted)
Density 
1.221
storage temp. 
Store at -15°C to -25°C.
pka
3.47±0.10(Predicted)
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Safety Information

HS Code 
2924297099
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Fmoc-3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-L-alanine Usage And Synthesis

Uses

N-alpha-Fmoc-N-beta-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-2,3-diaminopropionic Acid is used in the synthesis of phenylpyrazolo[3,4-d]pyrimidine-peptide conjugates as Src kinase inhibitors. It is also used to prepare peptidomimetic ligands for α4β1 integrin on Jurkat T-leukemia cells.

General Description

This orthogonally-protected diaminopropionic acid derivative is based on the hindered Dde variant ivDde. The side-chain ivDde group is considerably more stable to piperidine than Dde and is less prone to migrate from protected to unprotected side-chains [1]. However, migration from side-chain to the unprotected α-amino group of Dpr is unavoidable [2]. This side-reaction can, however, be minimized by the appropriate choice of coupling method for the subsequent residue, see [3].

When removing ivDde in the presence of allyl-based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group [4].

The product number for this product was previously 04-12-1195.

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Fmoc-3-[[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-L-alanineSupplier

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